@article { ISI:000252092000023, title = {Organo-catalytic approach to the enantioselective synthesis of (R)-selegiline}, journal = {Tetrahedron}, volume = {63}, number = {39}, year = {2007}, month = {SEP}, pages = {9758-9763}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, type = {Article}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

An efficient enantioselective synthesis of (R)-selegiline has been achieved by two routes, via proline-catalyzed alpha-aminooxylation as well as alpha-amination of phenylpropanaldehyde as the key step. (c) 2007 Elsevier Ltd. All rights reserved.

}, issn = {0040-4020}, doi = {10.1016/j.tet.2007.07.012}, author = {Talluri, Siva Kumar and Sudalai, Arumugam} } @article { ISI:000244735900014, title = {Organocatalytic sequential alpha-amination-horner-wadsworth-emmons olefination of aldehydes: enantioselective synthesis of gamma-amino-alpha,beta-unsaturated esters}, journal = {Organic Letters}, volume = {9}, number = {6}, year = {2007}, month = {MAR}, pages = {1001-1004}, publisher = {AMER CHEMICAL SOC}, type = {Article}, address = {1155 16TH ST, NW, WASHINGTON, DC 20036 USA}, abstract = {

A novel and highly enantioselective method for the synthesis of gamma-amino-alpha,beta-unsaturated esters via tandem alpha-amination-Horner-Wadsworth-Emmons (HWE) olefination of aldehydes is described. The one-pot assembly has been demonstrated for the construction of functionalized chiral 2-pyrrolidones, subunits present in several alkaloids.

}, issn = {1523-7060}, doi = {10.1021/ol063012j}, author = {Kotkar, Shriram P. and Chavan, Vilas B. and Sudalai, Arumugam} } @article { ISI:000304129000011, title = {Organocatalytic sequential alpha-amination/corey-chaykovsky reaction of aldehydes: a high yield synthesis of 4-hydroxypyrazolidine derivatives}, journal = {Organic Letters}, volume = {14}, number = {10}, year = {2012}, month = {MAY}, pages = {2468-2471}, publisher = {AMER CHEMICAL SOC}, address = {1155 16TH ST, NW, WASHINGTON, DC 20036 USA}, abstract = {

A tandem reaction of in situ generated a-amino aldehydes with dimethyloxosulfonium methylide under Corey-Chaykovsky reaction conditions proceeds efficiently to give 4-hydroxypyrazolidine derivatives in high yields with excellent enantio- and diastereoselectivities. This organocatalytic sequential method provides for the efficient synthesis of anti-1,2-aminoalcohols, structural subunits present in several bioactive molecules as well.

}, issn = {1523-7060}, doi = {10.1021/ol300739b}, author = {Kumar, B. Senthil and Venkataramasubramanian, V. and Sudalai, Arumugam} } @article { ISI:000314368200002, title = {Optically pure gamma-butyrolactones and epoxy esters via two stereocentered HKR of 3-substituted epoxy esters: a formal synthesis of (-)-paroxetine, Ro 67-8867 and (+)-eldanolide}, journal = {Organic \& Biomolecular Chemistry}, volume = {11}, number = {8}, year = {2013}, month = {JAN}, pages = {1280-1285}, publisher = {ROYAL SOC CHEMISTRY}, address = {THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND}, abstract = {

The HKR of racemic anti- or syn-3-substituted epoxy esters catalyzed by a Co(III)salen complex provides ready access to the corresponding enantioenriched 3,4-disubstituted gamma-butyrolactones and 3-substituted epoxy esters. This strategy has been successfully employed in the formal synthesis of biologically active 3,4-disubstituted piperidine derivatives, (-)-paroxetine and Ro 67-8867 and a natural product, (+)-eldanolide.

}, issn = {1477-0520}, doi = {10.1039/c3ob27321k}, author = {Devalankar, Dattatray A. and Karabal, Pratibha U. and Sudalai, Arumugam} } @article { ISI:000328606500014, title = {One-pot synthesis of cyclic carbonates from aldehydes, sulfur ylide, and CO2}, journal = {Synlett}, volume = {25}, number = {1}, year = {2014}, month = {JAN}, pages = {97-101}, publisher = {GEORG THIEME VERLAG KG}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

Treatment of aldehydes with sulfur ylide (CH2=SOMe2 or CH2=SMe2), in the presence of CO2 (1 atm) bubbled sequentially under mild conditions, produces cyclic carbonates in preparative yields. Sodium iodide formed in situ promotes the reaction between epoxide as intermediate and CO2 at ambient conditions, thus constituting a powerful metal-free synthesis of organic cyclic carbonates directly from aldehydes.

}, keywords = {Carbon dioxide, cyclic carbonates, cyclization, epoxides, Insertion}, issn = {0936-5214}, doi = {10.1055/s-0033-1340072}, author = {Aher, Ravindra D. and Kumar, B. Senthil and Sudalai, Arumugam} } @article { ISI:000350222400046, title = {One-pot highly enantio- and diastereoselective synthesis of anti,anti vinylic 3-amino-1,2 diols via proline catalyzed sequential alpha-amination/benzoyloxyallylation of aldehydes}, journal = {RSC Advances}, volume = {5}, number = {28}, year = {2015}, month = {FEB}, pages = {21803-21805}, publisher = {ROYAL SOC CHEMISTRY}, address = {THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND}, abstract = {

The first direct asymmetric synthesis of anti, anti vinylic 3-amino-1,2-diols from aldehydes is described via a one-pot sequential L-proline catalyzed alpha-amination/benzoyloxyallylation protocol. The reaction proceeds with exceptionally high diastereoselectivity (\>99\%) as can be explained based on the Felkin-Ahn transition state model. Its effectiveness is proven unambiguously by demonstrating a short asymmetric synthesis of D-ribo-phytosphingosine tetraacetate (93\% ee).

}, issn = {2046-2069}, doi = {10.1039/c5ra02830b}, author = {Ahuja, Brij Bhushan and Sudalai, Arumugam} } @article { ISI:000359136500087, title = {Organocatalytic [4+1]-annulation approach for the synthesis of densely functionalized pyrazolidine carboxylates}, journal = {RSC Advances}, volume = {5}, number = {80}, year = {2015}, month = {JUL}, pages = {65554-65559}, publisher = {ROYAL SOC CHEMISTRY}, address = {THOMAS GRAHAM HOUSE, SCIENCE PARK, MILTON RD, CAMBRIDGE CB4 0WF, CAMBS, ENGLAND}, abstract = {

A novel one-pot [4+1]-annulation process for the asymmetric synthesis of densely functionalized pyrazolidine carboxylates is described. The in situ generated gamma-hydrazino-alpha,beta-unsaturated ester obtained via proline catalysis acts as a four-atom component, and Corey{\textquoteright}s sulfur ylide or ethyl bromoacetate acts as a one-atom carbon source to construct pyrazolidine carboxylate units in a highly enantio- and diastereoselective fashion.

}, issn = {2046-2069}, doi = {10.1039/c5ra09583b}, author = {Lalwani, Komal G. and Aher, Ravindra D. and Sudalai, Arumugam} } @article { ISI:000376695700026, title = {Organocatalytic route to enantioselective synthesis of ceramide trafficking inhibitor HPA-12}, journal = {Tetrahedron Letters}, volume = {57}, number = {22}, year = {2016}, month = {JUN}, pages = {2445-2447}, publisher = {PERGAMON-ELSEVIER SCIENCE LTD}, address = {THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}, abstract = {

A new organocatalytic approach to the synthesis of ceramide trafficking inhibitor HPA-12 has been described starting from phenacyl bromide. The strategy involves chiral CBS reduction of gamma-ketoester and proline-catalyzed alpha-amination reaction of aldehyde followed by reduction as the key chirality inducing steps. (C) 2016 Elsevier Ltd. All rights reserved.

}, keywords = {alpha-Amination, CBS reduction, Ceramide, Organocatalytic, Proline}, issn = {0040-4039}, doi = {10.1016/j.tetlet.2016.04.087}, author = {Lalwani, Komal G. and Sudalai, Arumugam} }