@article { ISI:000266930900034, title = {Iterative approach to enantiopure syn/anti-1,3-polyols via proline-catalyzed sequential alpha-aminoxylation and horner-wadsworth-emmons olefination of aldehydes}, journal = {Organic Letters}, volume = {11}, number = {12}, year = {2009}, month = {JUN}, pages = {2611-2614}, publisher = {AMER CHEMICAL SOC}, address = {1155 16TH ST, NW, WASHINGTON, DC 20036 USA}, abstract = {

Iterative use of proline-catalyzed tandem alpha-aminoxylation and HWE olefination of aldehydes provided a simple access to 1,3-polyols. The feasibility of this approach is initially studied to synthesize syn- and anti-1,3-diols and is further extended to a syn/syn-1,3,5-triol at a useful level of asymmetric induction and yield. Its usage is Illustrated by the short synthesis of a hydroxylactone pheromone component, (2S,3S)-2-hydroxyhexylcyclopentanone.

}, issn = {1523-7060}, doi = {10.1021/ol900868v}, author = {Kondekar, Nagendra B. and Kumar, Pradeep} } @article { ISI:000278616800022, title = {Enantioselective synthesis of syn/anti-1,3-amino alcohols via proline-catalyzed sequential alpha-aminoxylation/alpha-amination and horner-wadsworth-emmons olefination of aldehydes}, journal = {Organic Letters}, volume = {12}, number = {12}, year = {2010}, month = {JUN}, pages = {2762-2765}, publisher = {AMER CHEMICAL SOC}, address = {1155 16TH ST, NW, WASHINGTON, DC 20036 USA}, abstract = {

A novel and general method for asymmetric synthesis of both syn/anti-1,3-amino alcohols is described. The method uses proline-catalyzed sequential alpha-aminoxylation/alpha-amination and Horner-Wadsworth-Emmons (HWE) olefination of aldehydes as the key step. By using this method, a short synthesis of a bioactive molecule, (R)-1-((S)-1-methylpyrrolidin-2-yl)-5-phenylpentan-2-ol, is also accomplished.

}, issn = {1523-7060}, doi = {10.1021/ol100856u}, author = {Jha, Vishwajeet and Kondekar, Nagendra B. and Kumar, Pradeep} } @article { ISI:000282106400009, title = {Synthesis of (R)-coniine and (S)-coinicine via organocatalytic alpha-aminoxylation of an aldehyde}, journal = {Synthesis-Stuttgart}, number = {18}, year = {2010}, month = {SEP}, pages = {3105-3112}, publisher = {GEORG THIEME VERLAG KG}, address = {RUDIGERSTR 14, D-70469 STUTTGART, GERMANY}, abstract = {

A short and efficient synthesis of the indolizidine alkaloid (S)-coinicine has been achieved using organocatalytic sequential alpha-aminoxylation and Horner-Wadsworth-Emmons olefination of an aldehyde catalyzed by L-proline. Similarly, a common organocatalytic alpha-aminoxylation route has been developed for the asymmetric synthesis of both (R)-coniine and (S)-coinicine.

}, keywords = {hemlock alkaloids, organocatalysis, Proline, sequential reactions, synthesis}, issn = {0039-7881}, doi = {10.1055/s-0030-1257869}, author = {Kondekar, Nagendra B. and Kumar, Pradeep} } @article { ISI:000288950300006, title = {Synthesis of (R)-selegiline via hydrolytic kinetic resolution}, journal = {Synthetic Communications}, volume = {41}, number = {9}, year = {2011}, month = {MAR}, pages = {PII 935777980}, publisher = {TAYLOR \& FRANCIS INC}, address = {530 WALNUT STREET, STE 850, PHILADELPHIA, PA 19106 USA}, abstract = {

[image omitted] A short and enantioselective formal synthesis of (R)-selegiline has been achieved using Jacobsen{\textquoteright}s hydrolytic kinetic resolution (HKR) of phenyl propylene oxide.

}, keywords = {Cobalt-based chiral salen complex, Hydrolytic kinetic resolution, MAO inhibitors, phenyl propylene oxide, selegiline}, issn = {0039-7911}, doi = {10.1080/00397911.2010.481751}, author = {Kondekar, Nagendra B. and Kumar, Pradeep} }