@article { ISI:000228575900016, title = {Asymmetric total synthesis of eicosanoid}, journal = {Arkivoc}, number = {3}, year = {2005}, month = {JAN}, pages = {144-155}, publisher = {ARKAT USA INC}, type = {Article}, address = {C/O ALAN R KATRITZKY, UNIV FLORIDA, DEPT CHEMISTRY, PO BOX 117200, GAINESVILLE, FL 32611 USA}, abstract = {

An asymmetric total synthesis of eicosanoid 4 starting from 2,2- dimethyl-( R)- 1,3- dioxolane-4- carbaldehyde is described. The key steps involved for the synthesis include modified Simmons-Smith cyclopropanation, stereoselective reduction, ring-closing metathesis (RCM) and Nozaki- Hiyama- Kishi coupling reaction.

}, keywords = {cyclopropanation, eicosanoid, lipoxygenase inhibitors, Ring-closing metathesis, Stereoselective}, author = {Mohapatra, Debendra K. and Yellol, G. S.} } @article { ISI:000227411400039, title = {Stereoselective synthesis of (-)-microcarpalide}, journal = {Tetrahedron Letters}, volume = {46}, number = {11}, year = {2005}, month = {MAR}, pages = {1939-1941}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, type = {Article}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

A highly convergent and efficient synthesis of (-)-microcarpalide, a 10-membered lactone displaying remarkable microfilament disrupting activity is described. Ring-closing metathesis and Sharpless asymmetric dihydroxylations are the key steps. Our strategy highlights the application of novel hydroxy lactone precursors for the stereoselective synthesis of (-)-microcarpalide. (C) 2005 Elsevier Ltd. All rights reserved.

}, keywords = {4-diol, cis-2-butene-1, Claisen ortho ester rearrangement, microcarpalide, Ring-closing metathesis, sharpless asymmetric dihydroxylation}, issn = {0040-4039}, doi = {10.1016/j.tetlet.2005.01.052}, author = {Chavan, Subhash P. and Praveen, C.} } @article { ISI:000245563300037, title = {Protecting group directed ring-closing metathesis (RCM): the first total synthesis of an anti-malarial nonenolide}, journal = {Tetrahedron Letters}, volume = {48}, number = {14}, year = {2007}, month = {APR}, pages = {2621-2625}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, type = {Article}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

The first synthesis of a newly found naturally occurring anti-malarial nonenolide is described. A pivotal step in the synthesis is the ring-closing metathesis of a dienoic ester prepared by coupling an acid and alcohol that were stereoselectively synthesized from (S)-alpha-hydroxy-gamma-butyrolactone and 1,2-O-isopropylidene D-glyceraldchyde, respectively. (c) 2007 Elsevier Ltd. All rights reserved.

}, keywords = {1, 2-O-isopropylidene, anti-malarial agent, D-glyceraldehyde, Nonenolide, Ring-closing metathesis, Yamaguchi esterification}, issn = {0040-4039}, doi = {10.1016/j.tetlet.2007.02.040}, author = {Mohapatra, Debendra K. and Ramesh, Dhondi K. and Giardello, Michael A. and Chorghade, Mukund S. and Gurjar, Mukund K. and Grubbs, Robert H.} } @article { ISI:000245142600010, title = {Synthesis of the C19-C34 segment of amphidinolide C}, journal = {Synlett}, number = {4}, year = {2007}, month = {MAR}, pages = {567-570}, publisher = {GEORG THIEME VERLAG KG}, type = {Article}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

The synthesis of the C19-C34 segment of amphidinolide C is described. The key steps include the Mioskowski{\textquoteright}s Lewis acid catalyzed epoxide opening with the alcohol, ring-closing metathesis, Wittig reaction, and Nozaki-Hiyama-Kishi coupling reaction.

}, keywords = {amphidinolide C, Cytotoxic, Nozaki-Hiyama-Kishi coupling, Ring-closing metathesis, Wittig reaction}, issn = {0936-5214}, doi = {10.1055/s-2007-967968}, author = {Mohapatra, Debendra K. and Rahaman, Hasibur and Chorghade, Mukund S. and Gurjar, Mukund K.} } @article { ISI:000253919900008, title = {Efficient total synthesis of decarestrictine D}, journal = {European Journal of Organic Chemistry}, number = {7}, year = {2008}, month = {MAR}, pages = {1195-1202}, publisher = {WILEY-BLACKWELL}, type = {Article}, address = {COMMERCE PLACE, 350 MAIN ST, MALDEN 02148, MA USA}, abstract = {

An efficient total synthesis of decarestrictine D has been achieved using cross-metathesis or ring-closing metathesis and Yamaguchi macrolactonization as key steps. The stereogenic centres were generated by means of hydrolytic kinetic resolution (HKR) and Sharpless asymmetric dihydroxylation (AD).

}, keywords = {Cross metathesis, Hydrolytic kinetic resolution, Macrolides, Ring-closing metathesis, sharpless asymmetric dihydroxylation}, issn = {1434-193X}, doi = {10.1002/ejoc.200700868}, author = {Guptali, Priti and Kumar, Pradeep} } @article { ISI:000258030400010, title = {Total synthesis of (S)-(-)-curvularin: a ring-closing-metathesis-based construction of the macrocyclic framework}, journal = {Synlett}, number = {12}, year = {2008}, month = {JUL}, pages = {1801-1804}, publisher = {GEORG THIEME VERLAG KG}, type = {Article}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

A convergent, flexible, and efficient approach to the synthesis of curvularin is described. Key step is the high-yielding macrocyclic ring formation by ring-closing metathesis (RCM) using the Grubbs second-generation catalyst.

}, keywords = {curvularin, Cytotoxic, Pinnick oxidation, Ring-closing metathesis, Wittig reaction}, issn = {0936-5214}, doi = {10.1055/s-2008-1078504}, author = {Mohapatra, Debendra K. and Rahaman, Hasibur and Pal, Rita and Gurjar, Mukund K.} } @article { ISI:000272089600022, title = {Enantioselective synthesis of decarestrictine J}, journal = {Tetrahedron Letters}, volume = {50}, number = {51}, year = {2009}, month = {DEC}, pages = {7188-7190}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

An efficient total synthesis of decarestrictine J has been achieved using ring-closing metathesis and Yamaguchi esterification as key steps. The stereogenic centres were generated by means of iterative hydrolytic kinetic resolution (HKR) of racemic epoxides. (c) 2009 Elsevier Ltd. All rights reserved.

}, keywords = {Decanolides, epoxides, Hydrolytic kinetic resolution, Ring-closing metathesis, Yamaguchi esterification}, issn = {0040-4039}, doi = {10.1016/j.tetlet.2009.10.035}, author = {Chowdhury, Partha Sarathi and Gupta, Priti and Kumar, Pradeep} } @article { ISI:000271841900023, title = {First asymmetric total synthesis of aspinolide A}, journal = {Tetrahedron Letters}, volume = {50}, number = {50}, year = {2009}, month = {DEC}, pages = {7018-7020}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

The first total synthesis of aspinolide A has been achieved using ring-closing metathesis as a key step. The stereogenic centers were generated by means of hydrolytic kinetic resolution (HKR) of racemic epoxides. (C) 2009 Elsevier Ltd. All rights reserved.

}, keywords = {Decanolides, epoxides, Hydrolytic kinetic resolution, Ring-closing metathesis}, issn = {0040-4039}, doi = {10.1016/j.tetlet.2009.09.151}, author = {Chowdhury, Partha Sarathi and Gupta, Priti and Kumar, Pradeep} } @article { ISI:000269715600024, title = {Total syntheses and absolute stereochemistry of decarestrictines C-1 and C-2}, journal = {Tetrahedron Letters}, volume = {50}, number = {40}, year = {2009}, month = {OCT}, pages = {5636-5639}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

The total syntheses of decarestrictines C-1 and C-2 have been described. The synthetic strategy involves a practical and flexible approach using esterification and ring-closing metathesis to unite the acid and alcohol fragments. The acid fragments are enantiomers of each other and have been prepared from L-(-)-malic acid via similar transformations; in Sharpless asymmetric epoxidation, (+)-DET has been used for decarestrictine C-1 and (-)-DET for decarestrictine C-2. The alcohol fragment is identical for both decarestrictines C-1 and C-2 and has been accessed from D-(+)-mannitol. Comparison of the H-1 and C-13 NMR data combined with the computational studies predicts the presence of two conformations without and with hydrogen bonding (conformational isomers I and II for decarestrictine C-1), respectively. The H-1 and C-13 NMR data for decarestrictine C-2 completely agreed with the analytical data reported by Kibayashi et al. (C) 2009 Elsevier Ltd. All rights reserved.

}, keywords = {Decarestrictines, Pinnick oxidation, Ring-closing metathesis, Sharpless asymmetric epoxidation, Yamaguchi coupling reaction}, issn = {0040-4039}, doi = {10.1016/j.tetlet.2009.07.099}, author = {Mohapatra, Debendra K. and Sahoo, Gokarneswar and Ramesh, Dhondi K. and Rao, J. Srinivasa and Sastry, G. Narahari} } @article { ISI:000285311000016, title = {Enantio- and diastereocontrolled total synthesis of (+)-strictifolione}, journal = {European Journal of Organic Chemistry}, number = {36}, year = {2010}, month = {DEC}, pages = {6993-7004}, publisher = {WILEY-BLACKWELL}, address = {COMMERCE PLACE, 350 MAIN ST, MALDEN 02148, MA USA}, abstract = {

A concise and practical enantioselective synthesis of (+)-strictifolione has been achieved in high diastereomeric excess using Jacobsen{\textquoteright}s hydrolytic kinetic resolution, proline-catalyzed sequential alpha-aminoxylation and Horner-Wadsworth-Emmons olefination of aldehyde and cross olefin/ring-closing metathesis as the key steps.

}, keywords = {Asymmetric synthesis, Hydrolytic kinetic resolution, lactones, Natural products, organocatalysis, Ring-closing metathesis, Total synthesis}, issn = {1434-193X}, doi = {10.1002/ejoc.201001221}, author = {Kumar, Pradeep and Pandey, Menaka and Gupta, Priti and Naidu, S. Vasudeva and Dhavale, Dilip D.} } @article { ISI:000287635800023, title = {Stereoselective formal total synthesis of novel antibiotic (-)-centrolobine}, journal = {Heterocycles}, volume = {80}, number = {1}, year = {2010}, month = {JAN}, pages = {219-227}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

A concise and stereoselective formal total synthesis of (-)-centrolobine is achieved utilizing Mioskowski{\textquoteright}s Lewis acid mediated epoxide opening followed by ring-closing metathesis as the key reaction.

}, keywords = {antibiotic, Centrolobine, Keck allylation, Ring-closing metathesis, Sharpless asymmetric epoxidation}, issn = {0385-5414}, doi = {10.3987/COM-08-S(S)1}, author = {Mohapatra, Debendra K. and Pal, Rita and Rahaman, Hasibur and Gurjar, Mukund K.} } @article { ISI:000290409100009, title = {Cyclopropyl methyl bromide-mediated gem-diallylation: total synthesis of (+/-)-alpha-cuparenone}, journal = {Synthetic Communications}, volume = {41}, number = {13}, year = {2011}, month = {JAN}, pages = {PII 937139047}, publisher = {TAYLOR \& FRANCIS INC}, address = {325 CHESTNUT ST, SUITE 800, PHILADELPHIA, PA 19106 USA}, abstract = {

[image omitted] The total synthesis of (+/-){\textendash}cuparenone, an aromatic sesquiterpene, has been described using the radical mediated gem-diallylation of substituted cyclopropyl methylbromide followed by ring-closing metathesis approach.

}, keywords = {Aromatic sesquiterpene, gem-diallylation, Ring-closing metathesis}, issn = {0039-7911}, doi = {10.1080/00397911.2010.494812}, author = {Shivakumar, I. and Salunke, Ganesh B. and Kumar, Suneel} } @article { ISI:000294656400011, title = {One-step stereospecific strategy for the construction of the core structure of the 5,11-methanomorphanthridine alkaloids in racemic as well as in optically pure form: synthesis of (+/-)-pancracine and (+/-)-brunsvigine}, journal = {European Journal of Organic Chemistry}, number = {24}, year = {2011}, month = {AUG}, pages = {4571-4587}, publisher = {WILEY-V C H VERLAG GMBH}, address = {PO BOX 10 11 61, D-69451 WEINHEIM, GERMANY}, abstract = {

The unique core structure of the complex pentacyclic 5,11-methanomorphanthridine has been constructed stereospecifically in one step by an intramolecular [3+2] cycloaddition of a non-stabilized azomethine ylide (AMY), generated by the sequential double desilylation of 14 using (AgF)-F-I as a one-electron oxidant. The formation of the single diastereomer in the key step is explained by the preferred transition state produced by endo attack of the AMY on the {\textquoteleft}{\textquoteleft}Re{\textquoteright}{\textquoteright} face of the dipolarophile. An asymmetric version of the cycloaddition using a chiral dipolarophile was applied to construct the core structure 68 with 63 \% ee. This strategy was successfully applied to the formal synthesis of (+/-)-pancracine and the total synthesis of (+/-)-brunsvigine. An unprecedented and interesting skeletal rearrangement product 49 was observed during the attempted assembly of the E ring from 46 through Horner-Wadsworth-Emmons reactions. Mechanisms involving azetidinium salt formation or the Grob-type fragmentation are advanced to explain the observed rearrangement.

}, keywords = {alkaloids, Azomethine ylides, Cycloaddition, Ring-closing metathesis, synthesis design}, issn = {1434-193X}, doi = {10.1002/ejoc.201100601}, author = {Pandey, Ganesh and Kumar, Ravindra and Banerjee, Prabal and Puranik, Vedavati G.} } @article { ISI:000291302900019, title = {Organocatalytic enantioselective approach to the synthesis of verbalactone and (R)-massoialactone}, journal = {Synthesis-Stuttgart}, number = {12}, year = {2011}, month = {JUN}, pages = {1954-1959}, publisher = {GEORG THIEME VERLAG KG}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

The organocatalytic enantioselective synthesis of verbalactone and (R)-massoialactone is described. The requisite stereogenic centers of the target molecules were constructed using L-proline-catalyzed alpha-aminoxylation and Horner-Wadsworth-Emmons (HWE) olefination. Yamaguchi macrolactonization and ring-closing metathesis were employed as key steps in the syntheses.

}, keywords = {alpha-aminoxylation, Horner-Wadsworth-Emmons olefination, L-proline, massoialactone, Ring-closing metathesis, verbalactone, Yamaguchi macrolactonization}, issn = {0039-7881}, doi = {10.1055/s-0030-1260051}, author = {Harbindu, Anand and Kumar, Pradeep} } @article { ISI:000363828500010, title = {Efficient organocatalytic route for asymmetric total synthesis of stagonolide F}, journal = {Tetrahedron Letters}, volume = {56}, number = {45}, year = {2015}, month = {NOV}, pages = {6207-6209}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

A stereoselective total synthesis of Stagonolide F (98\% ee) is described employing asymmetric alpha-aminooxylation, Jorgensen{\textquoteright}s asymmetric epoxidation, Brown asymmetric allylation, Steglich esterification and ring closing metathesis as key steps. The use of organocatalytic alpha-aminooxylation and Jorgensen{\textquoteright}s asymmetric epoxidation of aldehydes for the introduction of chirality makes this approach more attractive. (C) 2015 Elsevier Ltd. All rights reserved.

}, keywords = {alpha-Aminooxylation, Jorgensens{\textquoteright}s asymmetric epoxidation, Macrolide, Ring-closing metathesis, Total synthesis}, issn = {0040-4039}, doi = {10.1016/j.tetlet.2015.09.082}, author = {Shelke, Anil M. and Suryavanshi, Gurunath} } @article { ISI:000351584500007, title = {Synthesis of 3-ethyl-4-metyl-1h,5-dihydro-2h-pyrrol-2-one by novel palladium(ii)-catalyzed cyclization and ring-closing metathesis}, journal = {Synthesis-Stuttgart}, volume = {47}, number = {7}, year = {2015}, month = {APR}, pages = {955-960}, publisher = {GEORG THIEME VERLAG KG}, type = {Article}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

Synthesis of 3-ethyl-4-methyl-1,5-dihydro-2H-pyrrol-2-one is described starting from commercially available allylamine and 4-methoxybenzylamine employing palladium-catalyzed cyclization or ring-closing metathesis as the key steps.

}, keywords = {antidiabetic, cyclization, glimepiride, lactams, metabolite, pyrrolinone, Ring-closing metathesis}, issn = {0039-7881}, doi = {10.1055/s-0034-1379985}, author = {Chavan, Subhash P. and Pathak, Ashok B. and Pawar, Kailash P.} }