@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} }