@article { ISI:000239270000033, title = {Cu(OTf)(2) or Et3N-catalyzed three-component condensation of aldehydes, amines and cyanides: a high yielding synthesis of alpha-aminonitriles}, journal = {Tetrahedron Letters}, volume = {47}, number = {32}, year = {2006}, month = {AUG}, pages = {5759-5762}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, type = {Article}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

Copper(II) triflate or Et3N have been found to catalyze, under ambient conditions, the addition of a cyanide anion, such as trimethylsilyl cyanide or acetone cyanohydrin, onto in situ generated imines, furnishing alpha-aminonitriles in excellent yields. (c) 2006 Elsevier Ltd. All rights reserved.

}, keywords = {aldehydes, aminonitriles, multicomponent reactions, organocatalyst, Strecker reaction}, issn = {0040-4039}, doi = {10.1016/j.tetlet.2006.06.008}, author = {Paraskar, Abhimanyu S. and Sudalai, Arumugam} } @article { ISI:000244470700006, title = {Cu(OTf)(2) catalyzed high yield synthesis of hantzsch 1,4-dihydropyridines}, journal = {Indian Journal of Chemistry Section B-Organic Chemistry including Medicinal Chemistry}, volume = {46}, number = {2}, year = {2007}, month = {FEB}, pages = {331-335}, publisher = {NATL INST SCIENCE COMMUNICATION}, type = {Article}, address = {DR K S KRISHNAN MARG, NEW DELHI 110 012, INDIA}, abstract = {

Copper(II) triflate catalyzes efficiently the three-component condensation of aldehydes, beta-ketoesters and ammonium acetate in acetonitrile at 25 degrees C to afford the corresponding Hantzsch 1,4-dihydropyridines in high yields.

}, keywords = {4-dihydropyridines, anti-hypertensive drug, calcium channel blockers, cardiovascular diseases, Hantzsch 1, three-component condensation}, issn = {0376-4699}, author = {Paraskar, Abhimanyu S. and Sudalai, Arumugam} } @article { ISI:000256378800020, title = {Co-catalyzed mild and chemoselective reduction of phenyl esters with NaBH(4): a practical synthesis of (R)-tolterodine}, journal = {Tetrahedron Letters}, volume = {49}, number = {23}, year = {2008}, month = {JUN}, pages = {3790-3793}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, type = {Article}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

CoCl(2) catalyzes effectively the chemoselective reduction of phenyl carboxylic esters to the corresponding saturated alcohols in high yields using NaBH(4) at ambient conditions. By employing this methodology, the synthesis of (R)-tolterodine, a muscarinic receptor antagonist, has been achieved in high yield and optical purity. (C) 2008 Elsevier Ltd. All rights reserved.

}, issn = {0040-4039}, doi = {10.1016/j.tetlet.2008.04.007}, author = {Jagdale, Arun R. and Sudalai, Arumugam} } @article { ISI:000257838400007, title = {Cu(OTf)(2) catalyzed Biginelli type condensation of aldehydes, beta-keto esters and carbamates: synthesis of 3,4-dihydro[1,3]oxazin-2-ones}, journal = {Indian Journal of Chemistry Section B-Organic Chemistry including Medicinal Chemistry}, volume = {47}, number = {7}, year = {2008}, month = {JUL}, pages = {1091-1095}, publisher = {COUNCIL SCIENTIFIC \& INDUSTRIAL RES}, type = {Article}, address = {ANUSANDHAN BHAWAN, 2 RAFI MARG, NEW DELHI, 110001, INDIA}, abstract = {

Cu(OTf)(2) catalyzes effectively a new multicomponent reaction comprising aldehydes, beta-ketoester and methy carbamate in acetonitrile to afford substituted 3,4-dihydro[1,3]oxazin-2-ones in 60-82\% yields. These compounds have been found to show inhibition activity against HL-60 cancer cell.

}, keywords = {aldehydes, Catalysts, Copper, Multicomponent reaction}, issn = {0376-4699}, author = {Jagdale, Arun R. and Paraskar, Abhimanyu S. and Sudalai, Arumugam} } @article { ISI:000264061100021, title = {Cobalt(II) chloride hexahydrate-diisopropylamine catalyzed mild and chemoselective reduction of carboxylic esters with sodium borohydride}, journal = {Synthesis-Stuttgart}, number = {4}, year = {2009}, month = {FEB}, pages = {660-664}, publisher = {GEORG THIEME VERLAG KG}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

The cobalt-catalyzed reduction of unsaturated alpha-cyano carboxylic esters using sodium borohydride (NaBH(4)) leads to the corresponding saturated cyano alcohols in high yields. In particular, the new catalytic system cobalt(II) chloride-diisopropylamine in combination with NaBH(4) showed excellent activity in the chemoselective reduction of a variety of carboxylic esters to their corresponding alcohols in good to excellent yields under mild conditions.

}, keywords = {Alcohols, amines, catalysis, Esters, reductions}, issn = {0039-7881}, doi = {10.1055/s-0028-1083353}, author = {Jagdale, Arun R. and Paraskar, Abhimanyu S. and Sudalai, Arumugam} } @article { ISI:000271252000017, title = {Concise enantioselective synthesis of (+)-decarestrictine L via proline-catalyzed sequential alpha-aminooxylation and Horner-Wadsworth-Emmons olefination}, journal = {Tetrahedron-Asymmetry}, volume = {20}, number = {18}, year = {2009}, month = {SEP}, pages = {2173-2177}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

A short enantioselective synthesis of (+)-decarestrictine L, a cholesterol biosynthesis inhibitor metabolite, is described using a D-proline catalyzed sequential alpha-aminooxylation and a Horner-Wadsworth-Emmons olefination. (C) 2009 Elsevier Lid All rights reserved

}, issn = {0957-4166}, doi = {10.1016/j.tetasy.2009.08.026}, author = {Rawat, Varun and Chouthaiwale, Pandurang V. and Suryavanshi, Gurunath and Sudalai, Arumugam} } @article { ISI:000264650100005, title = {Concise enantioselective synthesis of (+)-febrifugine}, journal = {Tetrahedron-Asymmetry}, volume = {20}, number = {1}, year = {2009}, month = {JAN}, pages = {84-88}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

A short enantioselective synthesis of (+)-febrifugine, a potent antimalarial alkaloid, has been described based on the regioselective asymmetric dihydroxylation of a 1,4-dienic ester as the key step. The strategy also involves chemoselective [3,3]-sigmatropic rearrangement of 1,5-hexadiene-3-ol and intramolecular lactamization of azidolactone for the construction of piperidine core. (C) 2008 Elsevier Ltd. All rights reserved.

}, issn = {0957-4166}, doi = {10.1016/j.tetasy.2008.11.024}, author = {Emmanuvel, Lourdusamy and Kamble, Dayanand A. and Sudalai, Arumugam} } @article { ISI:000272133800017, title = {Concise enantioselective synthesis of (+)-lentiginosine}, journal = {Tetrahedron-Asymmetry}, volume = {20}, number = {19}, year = {2009}, month = {OCT}, pages = {2287-2292}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

A high yielding enantioselective synthesis of the indolizidine alkaloid, (+)-lentiginosine, has been described based on asymmetric oza-Cope rearrangement and the L-proline catalyzed alpha-aminooxylation of aldehydes. The strategy also makes use of ring-closing metathesis for the construction of piperidine core. (C) 2009 Elsevier Ltd. All rights reserved.

}, issn = {0957-4166}, doi = {10.1016/j.tetasy.2009.08.027}, author = {Shaikh, Tanveer Mahamadali and Sudalai, Arumugam} } @article { ISI:000271067400004, title = {Cu(OTf)(2)-catalyzed alpha-halogenation of ketones with 1,3-dichloro-5,5 {\textquoteleft}-dimethylhydantoin and N-bromosuccinimide}, journal = {Indian Journal of Chemistry Section B-Organic Chemistry including Medicinal Chemistry}, volume = {48}, number = {10}, year = {2009}, month = {OCT}, pages = {1424-1430}, publisher = {COUNCIL SCIENTIFIC \& INDUSTRIAL RES}, address = {ANUSANDHAN BHAWAN, 2 RAFI MARG, NEW DELHI, 110001, INDIA}, abstract = {

Copper(II) triflate catalyses efficiently the alpha-halogentation of aryl or alkyl ketones with 1,3-dichloro-5,5{\textquoteright}-dimethyl-hydantoin and N-bromosaccinimde to give the corresponding alpha,alpha-dichloroketones and alpha-bromoketones in high yield with excellent product selectivity.

}, keywords = {Bromination, Catalyst, chlorination, copper (II), Ketone, Lewis acid}, issn = {0376-4699}, author = {Jagdale, Arun R. and Chouthaiwale, Pandurang V. and Sudalai, Arumugam} } @article { ISI:000279322700048, title = {Co(III)(salen)-catalyzed HKR of two stereocentered alkoxy- and azido epoxides: a concise enantioselective synthesis of (S,S)-reboxetine and (+)-epi-cytoxazone}, journal = {Chemical Communications}, volume = {46}, number = {27}, year = {2010}, month = {JUN}, pages = {5012-5014}, publisher = {ROYAL SOC CHEMISTRY}, address = {THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND}, abstract = {

The HKR of racemic syn- or anti- alkoxy- and azido epoxides catalyzed by Co(salen) complex affords a practical access to a series of enantioenriched syn- or anti- alkoxy- and azido epoxides and the corresponding 1,2-diols. This strategy has been successfully employed in the concise, enantioselective synthesis of bioactive molecules such as (S, S)-reboxetine and (+)-epi-cytoxazone.

}, issn = {1359-7345}, doi = {10.1039/c0cc00650e}, author = {Reddy, R. Santhosh and Chouthaiwale, Pandurang V. and Suryavanshi, Gurunath and Chavan, Vilas B. and Sudalai, Arumugam} } @article { ISI:000286862200021, title = {Concise enantioselective synthesis of (+)-goniodiol and (+)-8-methoxygoniodiol via Co-catalyzed HKR of anti-(2SR, 3RS)-3-methoxy-3-phenyl-1, 2-epoxypropane}, journal = {Tetrahedron Letters}, volume = {52}, number = {3}, year = {2011}, month = {JAN}, pages = {438-440}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

A short, enantioselective synthesis of (+)-goniodiol and (+)-8-methoxygoniodiol, cytotoxic styryllactones, has been achieved in high optical purities (99\% ee). The strategy employs Co-catalyzed HKR of racemic anti-(2SR, 3RS)-3-methoxy-3-phenyl-1,2-epoxypropane and Lewis acid-mediated diastereoselective allylation of aldehyde as chiral inducing key reactions. (C) 2010 Elsevier Ltd. All rights reserved.

}, keywords = {Allylation, diastereoselectivity, Hydrolytic kinetic resolution, Racemic anti-epoxide, Styryllactones}, issn = {0040-4039}, doi = {10.1016/j.tetlet.2010.11.085}, author = {Kiran, I. N. Chaithanya and Reddy, R. Santhosh and Suryavanshi, Gurunath and Sudalai, Arumugam} } @article { ISI:000302637800012, title = {CN-assisted oxidative cyclization of cyano cinnamates and styrene derivatives: a facile entry to 3-substituted chiral phthalides}, journal = {Organic \& Biomolecular Chemistry}, volume = {10}, number = {18}, year = {2012}, month = {MAR}, pages = {3655-3661}, publisher = {ROYAL SOC CHEMISTRY}, address = {THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND}, abstract = {

The asymmetric dihydroxylation (AD) of o-cyano cinnamates and styrene derivatives leads to efficient construction of chiral phthalide frameworks in high optical purities. This unique reaction is characterized by unusual synergism between CN and osmate groups resulting in rate enhancement of the AD process. The method is amply demonstrated by the synthesis and the structural/stereochemical assignment of the natural products.

}, issn = {1477-0520}, doi = {10.1039/c2ob25409c}, author = {Reddy, R. Santhosh and Kiran, I. N. Chaithanya and Sudalai, Arumugam} } @article { ISI:000304851500004, title = {Concise synthesis of (+)-deoxoprosophylline via Co(III)(salen)-catalyzed two stereocentered HKR of racemic azido epoxides}, journal = {Tetrahedron Letters}, volume = {53}, number = {26}, year = {2012}, month = {JUN}, pages = {3213-3215}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

An efficient synthesis of (+)-deoxoprosophylline has been achieved in high optical purity (99\% ee) from readily available cis-2-butene-1,4-diol. The strategy employs Co-catalyzed Hydrolytic Kinetic Resolution (HKR) of two stereocentered racemic azido epoxides and diastereoselective intramolecular reductive cyclization as key reactions. (C) 2012 Elsevier Ltd. All rights reserved.

}, keywords = {Azido epoxide, Hydrolytic kinetic resolution, Piperidine, Wittig olefination}, issn = {0040-4039}, doi = {10.1016/j.tetlet.2012.04.067}, author = {Devalankar, Dattatray A. and Sudalai, Arumugam} } @article { ISI:000309370500013, title = {Cu-II-exchanged montmorillonite K10 clay-catalyzed direct carboxylation of terminal alkynes with carbon dioxide}, journal = {Indian Journal of Chemistry Section A-Inorganic Bio-Inorganic Physical Theoretical \& Analytical Chemistry}, volume = {51}, number = {9-10, SI}, year = {2012}, month = {SEP}, pages = {1325-1329}, publisher = {NATL INST SCIENCE COMMUNICATION-NISCAIR}, address = {DR K S KRISHNAN MARG, PUSA CAMPUS, NEW DELHI 110 012, INDIA}, abstract = {

A new, simple and straight-forward protocol for direct carboxylation of terminal alkynes has been developed using Cu-II-montmorillonite K10 clay as a heterogeneous catalyst and CO2 as the C1 carbon feedstock. Also coupling of terminal alkynes with CO2 (1 atm) in the presence of alkyl halides has been achieved under the same reaction conditions, thereby providing access to a variety of functionalized alkyl-2-alkynoates in high yields.

}, keywords = {Alkyl esters, Alkyne C-H activation, Carbon dioxide activation, Carboxylation, Catalysts, Montmorillonite clays}, issn = {0376-4710}, author = {Aher, Ravindra D. and Gade, Madhuri H. and Reddy, R. Santhosh and Sudalai, Arumugam} } @article { ISI:000319721200042, title = {CuCN-Mediated cascade cyclization of 4-(2-bromophenyl)-2-butenoates: a high-yield synthesis of substituted naphthalene amino esters}, journal = {Journal of Organic Chemistry}, volume = {78}, number = {10}, year = {2013}, month = {MAY}, pages = {5045-5050}, publisher = {AMER CHEMICAL SOC}, address = {1155 16TH ST, NW, WASHINGTON, DC 20036 USA}, abstract = {

A new method of CuCN-mediated one-pot cyclization of 4-(2-bromophenyl)-2-butenoates leading to efficient synthesis of substituted naphthalene amino esters including phenanthrene aromatic structural units is described. Deuterium labeling studies establish that this one-pot cascade cyclization proceeds through isomerization of olefin, intramolecular C-C bond cyclization, and aromatization as the key intermediates, all occurring in a single step.

}, issn = {0022-3263}, doi = {10.1021/jo400244h}, author = {Reddy, R. Santhosh and Prasad, Pragati K. and Ahuja, Brij Bhushan and Sudalai, Arumugam} } @article { ISI:000333089400003, title = {Co(III)(salen)-catalyzed phenolic kinetic resolution of two stereocentered benzyloxy and azido epoxides: its application in the synthesis of ICI-118,551, an anti-hypertensive agent}, journal = {Organic \& Biomolecular Chemistry}, volume = {12}, number = {15}, year = {2014}, month = {FEB}, pages = {2349-2355}, publisher = {ROYAL SOC CHEMISTRY}, type = {Article}, address = {THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND}, abstract = {

The salen Co(III)-catalyzed phenolic kinetic resolution of racemic anti- or syn-azido and benzyloxy epoxides provides a practical route to a range of enantioenriched anti-or syn-1-aryloxy-3-azido or benzyloxy-2-alcohols in excellent yields and ees. The synthetic potential of this protocol is illustrated with an enantioselective synthesis of ICI-118,551, a beta-blocker, in a highly optically pure form (99\% ee).

}, issn = {1477-0520}, doi = {10.1039/c3ob42501k}, author = {Karabal, Pratibha U. and Kamble, Dayanand A. and Sudalai, Arumugam} } @article { ISI:000328606500015, title = {Concise enantioselective syntheses of (+)-L-733,060 and (2S,3S)-3-hydroxypipecolicw acid by cobalt(III)(salen)-catalyzed two-stereocenter hydrolytic kinetic resolution of racemic azido epoxides}, journal = {Synlett}, volume = {25}, number = {1}, year = {2014}, month = {JAN}, pages = {102-104}, publisher = {GEORG THIEME VERLAG KG}, type = {Article}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

An efficient synthesis of the 2,3-disubstituted piperidines (+)-L-733,060 and (2S,3S)-3-hydroxypipecolic acid (99\% ee) in high optical purity from commercially available starting materials is described. The strategy involves a cobalt-catalyzed hydrolytic kinetic resolution of a racemic azido epoxide with two stereocenters and an intramolecular reductive cyclization as key reactions.

}, keywords = {azides, cyclizations, epoxides, piperidines, stereoselective synthesis, Wittig reactions}, issn = {0936-5214}, doi = {10.1055/s-0033-1340074}, author = {Devalankar, Dattatray A. and Chouthaiwale, Pandurang V. and Sudalai, Arumugam} } @article { ISI:000338988800008, title = {Copper(I) bromide-catalyzed carbonylative coupling of aryl halides with phenols, alcohols and amines using sodium cyanide as C-1 source: a synthesis of carboxylic acid derivatives}, journal = {Advanced Synthesis \& Catalysis}, volume = {356}, number = {10}, year = {2014}, month = {JUL}, pages = {2231-2238}, publisher = {WILEY-V C H VERLAG GMBH}, address = {BOSCHSTRASSE 12, D-69469 WEINHEIM, GERMANY}, abstract = {

A new {\textquoteleft}{\textquoteleft}carbon monoxide-free{\textquoteright}{\textquoteright} synthesis of carboxylate derivatives via carbonylative coupling of aryl bromides with phenols, alcohols, amines and acids in the presence of copper(I) bromide as catalyst and sodium cyanide in a stoichiometric amount has been developed. Its intramolecular version provides for the preparation of lactones (e.g., isochroman-1-ones and isobenzfuranones), imides, anhydrides and lactams in excellent yields (73-96\%).

}, keywords = {anhydrides, C-1 building blocks, isochroman-1-ones, lactams, lactones}, issn = {1615-4150}, doi = {10.1002/adsc.201301155}, author = {Prasad, Pragati K. and Sudalai, Arumugam} } @article { ISI:000349500400006, title = {Co-catalyzed two-stereocentered hydrolytic kinetic resolution: application to the synthesis of yashabushidiols A and B and the lactone unit of compactin and mevinolin}, journal = {Tetrahedron-Asymmetry}, volume = {26}, number = {2-3}, year = {2015}, month = {FEB}, pages = {118-123}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

A short and efficient enantioselective synthesis of yashabushidiols A and B and the beta-hydroxy-delta-lactone moiety of compactin and mevinolin with high enantiomeric purity (98\% ee) is described starting from commercially available materials. The strategy mainly comprises of iodine-induced intramolecular electrophilic addition of a carbonate occurring in a highly diastereoselective fashion and the Co-catalyzed two-stereocentered hydrolytic kinetic resolution of a functionalized epoxide as the chiral inducing step. (C) 2014 Elsevier Ltd. All rights reserved.

}, issn = {0957-4166}, doi = {10.1016/j.tetasy.2014.12.006}, author = {Gadakh, Sunita K. and Sudalai, Arumugam} } @article {45932, title = {Concise enantioselective synthesis of (2S,3S)-3-hydroxypipecolic acid via proline catalyzed alpha-aminooxylation of aldehydes and Pd-catalyzed ether directed aza-Claisen rearrangements}, journal = {Tetrahedron-Asymmetry}, volume = {26}, year = {2015}, month = {JAN }, pages = {24-28}, type = {Article}, abstract = {

An efficient approach to (2S,3S)-3-hydroxypipecolic acid with an overall yield of 10.2\% and 98\% ee starting from 1,5-pentanediol has been developed. The key steps employed in the synthesis are the D-proline catalyzed sequential alpha-aminooxylation/Horner-Wadsworth-Emmons olefination of an aldehyde and the Pd-catalyzed MOM-ether directed aza-Claisen rearrangement of an allylic trichloroacetimidate. (C) 2014 Elsevier Ltd. All rights reserved.

}, issn = {0957-4166}, doi = {10.1016/j.tetasy.2014.11.010}, author = {Ahuja, Brij Bhushan and Sudalai, Arumugam} } @article { ISI:000353085000004, title = {Concise enantioselective synthesis of marine macrolide-stagonolide E via organocatalysis}, journal = {Tetrahedron-Asymmetry}, volume = {26}, number = {7}, year = {2015}, month = {APR}, pages = {344-349}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

A short and efficient enantioselective synthesis of marine macrolide stagonolide E in high enantiomeric purity (98\% ee and 8.5\% overall yield) starting from commercially available raw materials has been achieved. The strategy involves proline catalyzed sequential alpha-aminooxylation and Horner-Wadsworth-Emmons olefination, highly stereoselective Ando{\textquoteright}s cis-olefination, and modified Yamaguchi macrolactonization as the key reaction steps. (C) 2015 Elsevier Ltd. All rights reserved.

}, issn = {0957-4166}, doi = {10.1016/j.tetasy.2015.03.001}, author = {Dey, Soumen and Sudalai, Arumugam} } @article { ISI:000354982900007, title = {Concise enantioselective synthesis of naturally active (S)-3-hydroxypiperidine}, journal = {Synthetic Communications}, volume = {45}, number = {13}, year = {2015}, month = {APR}, pages = {1559-1565}, publisher = {TAYLOR \& FRANCIS INC}, address = {530 WALNUT STREET, STE 850, PHILADELPHIA, PA 19106 USA}, abstract = {

A short and efficient enantioselective synthesis of natural product (S)-3-hydroxypiperidine has been achieved starting from commercially available raw materials employing two catalytic routes: (i) cocatalyzed hydrolytic kinetic resolution (HKR) of racemic methyl-3-(oxiran-2-yl)propanoate; (ii) proline-catalyzed -aminooxylation followed by Horner-Wardsworth-Emmons olefination in high enantiomeric purity (97\% ee) and high overall yield (38\%).

}, keywords = {Asymmetric synthesis, bioactivity, Enantioselectivity, Natural products, organocatalysis}, issn = {0039-7911}, doi = {10.1080/00397911.2015.1033428}, author = {Dey, Soumen and Karabal, Pratibha U. and Sudalai, Arumugam} } @article {45938, title = {Concise enantioselective synthesis of (R)-selegiline, (S)-benzphetamine and formal synthesis of (R)-sitagliptin via electrophilic azidation of chiral imide enolates}, journal = {Tetrahedron-Asymmetry}, volume = {26}, year = {2015}, month = {JAN}, pages = {67-72}, type = {Article}, abstract = {

A concise and high yielding enantioselective synthesis of (R)-selegiline, an anti-Parkinson{\textquoteright}s drug, (S)-benzphetamine, an anti-obesity agent, and (S)-sitagliptin, an anti-diabetic drug has been described starting from commercially available starting materials employing Evans{\textquoteright} electrophilic azidation of chiral imide enolates as a key chiral inducing step, which proceeds in a highly diastereoselective manner (\>99\%). (C) 2014 Elsevier Ltd. All rights reserved.

}, issn = {0957-4166}, doi = {10.1016/j.tetasy.2014.11.014}, author = {Dey, Soumen and Sudalai, Arumugam} } @article { ISI:000360112400004, title = {Concise synthesis of (+/-)-clopidogrel via carboxylation of benzylamine with CO2}, journal = {Synthetic Communications}, volume = {45}, number = {18}, year = {2015}, month = {JUN}, pages = {2099-2105}, publisher = {TAYLOR \& FRANCIS INC}, address = {530 WALNUT STREET, STE 850, PHILADELPHIA, PA 19106 USA}, abstract = {

A concise and efficient synthesis of (+/-)-clopidogrel, an antithrombotic agent, is achieved by inserting CO2 at the benzylic position as the key reaction without using any toxic transition metals. The overall yield of the synthetic process is 38\% and the salient features include operationally simple process chemistry and fewer steps.

}, keywords = {Antithrombatic agent, clopidogrel, CO2 insertion, Plavix}, issn = {0039-7911}, doi = {10.1080/00397911.2015.1061671}, author = {Venkataramasubramanian, V. and Sudalai, Arumugam} } @article { ISI:000354794500012, title = {Cu-catalyzed debrominative cyanation of gem-dibromoolefins: a facile access to alpha,beta-unsaturated nitriles}, journal = {Organic \& Biomolecular Chemistry}, volume = {13}, number = {21}, year = {2015}, month = {APR}, pages = {5918-5923}, publisher = {ROYAL SOC CHEMISTRY}, address = {THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND}, abstract = {

An efficient catalytic route for the synthesis of alpha,beta-unsaturated nitriles from easily accessible gem-dibromoolefins has been developed. The method utilized inexpensive reagents such as Cu2O as a catalyst, L-proline as a ligand and NaCN as a cyanide source to afford alpha,beta-unsaturated nitriles in high yields (62-86\%). A deuterium exchange study has shown that one of the bromide atoms of gem-dibromoolefins exchanges with cyanide while the other with a deuterium atom.

}, issn = {1477-0520}, doi = {10.1039/c5ob00394f}, author = {Ahuja, Brij Bhushan and Sudalai, Arumugam} } @article { ISI:000376689000006, title = {Concise enantioselective synthesis of (+)-L-733,060 and (+)-T-2328 via sequential proline catalysis}, journal = {Synlett}, volume = {27}, number = {9}, year = {2016}, month = {JUN}, pages = {1339-1343}, publisher = {GEORG THIEME VERLAG KG}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

A new, sequential proline-catalyzed approach to the synthesis of (+)-L-733,060 and (+)-T-2328 in high optical purity (93\% ee) is described starting from phenyl N-Boc imine. The strategy involves proline-catalyzed Mannich reaction of an arylimine with acetaldehyde followed by -aminoxylation/Wittig olefination in a sequential fashion as the key steps.

}, keywords = {Aminoxylation, imine, Mannich reaction, olefination, sequential}, issn = {0936-5214}, doi = {10.1055/s-0035-1561346}, author = {Lalwani, Komal G. and Sudalai, Arumugam} } @article { ISI:000373408800021, title = {Concise enantioselective synthesis of (+)-sertraline and (-)-CP-52002 using proline catalysis}, journal = {Tetrahedron Letters}, volume = {57}, number = {9}, year = {2016}, month = {MAR}, pages = {1053-1055}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

A short enantioselective synthesis of (+)-sertraline and its C-4 epimer (-)-CP-52002 with an overall yield of 30\%, respectively, as its hydrochloride has been described. The key steps are the proline catalyzed Mannich reaction of acetaldehyde and acid catalyzed intramolecular Friedel-Crafts{\textquoteright} alkylation reaction of olefin proceeding with high optical purities. (C) 2016 Elsevier Ltd. All rights reserved.

}, keywords = {Indatraline, Mannich reaction, Proline catalysis, Sertraline, Tametraline}, issn = {0040-4039}, doi = {10.1016/j.tetlet.2016.01.085}, author = {Kalshetti, Rupali G. and Venkataramasubramanian, V. and Kamble, Sanjay P. and Sudalai, Arumugam} } @article {43484, title = {Concise enantioselective synthesis of 1,4-dideoxy-1,4-imino-D-arabinitol using Co(III)(salen)-catalyzed hydrolytic kinetic resolution of a two-stereocentered anti-azido epoxide}, journal = {Tetrahedron-Asymmetry}, volume = {28}, year = {2017}, month = {JAN}, pages = {162-165}, abstract = {A concise enantioselective synthesis of 1,4-dideoxy-1,4-imino-D-arabinitol, (+)-DAB-1, has been described in good overall yield (18.1\%) and with high enantiomeric purity (up to 98\% ee) starting from a simple raw material, cis-2-butene-1,4-diol. The Co-catalyzed hydrolytic kinetic resolution of a two-stereocentered racemic azido epoxide followed by asymmetric dihydroxylation of the alkene and {\textquoteright}one pot{\textquoteright} reductive cyclisation of the azido diol are key reactions in the synthetic sequence. (C) 2016 Elsevier Ltd. All rights reserved.}, doi = {10.1016/j.tetasy.2016.10.013}, author = {Reddi, Rambabu N. and Prasad, Pragati K. and Kalshetti, Rupali G. and Sudalai, Arumugam} } @article {46353, title = {Concise formal synthesis of (-)-(6R,11R,14R)-colletallol via D-proline catalysed alpha-aminooxylation-Wittig olefination strategy}, journal = {Indian Journal of Chemistry Section B-Organic Chemistry Including Medicinal Chemistry}, volume = {58}, year = {2019}, month = {SEP}, pages = {1029-1036}, type = {Article}, abstract = {

An efficient enantioselective formal synthesis of marine macrolide (-)-(6R,11R,14R)-colletallol has been achieved starting from commercially available raw materials. The key reactions include the D-proline catalyzed a-aminooxylation of aldehyde followed by Horner-Wardsworth-Emmons olefination in a sequential fashion to give the macrolide key intermediate 5 in high enantiomeric purity (97\% ee) and high overall yield (32\%).

}, keywords = {alpha-aminoxylation, Asymmetric synthesis, Enantioselectivity, Natural products, organocatalysis}, issn = {0376-4699}, author = {Dey, Soumen and Gadakh, Sunita and Sudalai, Arumugam} } @article {46941, title = {Concise enantioselective synthesis of (R)-(+)-goniothalamin oxide, a trypanocidal active agent via L-prolinol catalyzed asymmetric epoxidation of cinnamaldehyde}, journal = {Indian Journal of Chemistry Section B-Organic Chemistry Including Medicinal Chemistry}, volume = {59}, year = {2020}, month = {MAR}, pages = {393-398}, type = {Article}, abstract = {

A short and straight-forward enantioselective synthesis of (R)-(+)-goniothalamin oxide 2 has been achieved with an overall yield of 39\% and 99\% ee. The synthetic approach involves L-prolinol catalyzed asymmetric epoxidation of cinnamaldehyde followed by Lewis acid-mediated diastereoselective allylation of epoxy aldehyde as the key chiral-inducing steps.

}, keywords = {Allylation, asymmetric epoxidation, Esterification, Grubbs{\textquoteright} catalyst, L-prolinol catalyst, Ring closing metathesis}, issn = {0376-4699}, author = {Kumar, B. Senthil and Mandle, Ram D. and Kamble, Sanjay P. and Sudalai, Arumugam} }