Kirpal S. Bisht,Pasha M. Khan,Alberto van Olphen,Ruizhi Wu
申请号:
US12327410
公开号:
US08236853B1
申请日:
2008.12.03
申请国别(地区):
US
年份:
2012
代理人:
摘要:
Disclosed is a method of synthesizing new optically pure heterocyclic compounds using Pd(0) catalyzed intramolecular cyclizations. Analogs of cyclopentanes, like isoxazoline-2-oxide and furan, with similar framework to the cyclopentanes act as anti-HIV and anticancer agents which opens a whole new field for application of these compounds. Starting from a meso-diol, optically pure compounds were prepared without utilizing chiral ligands at any stage of the synthesis. The stereochemical outcome of the product (>99% ee) was influenced by desymmetrization catalyzed by Pseudomonas cepacia lipase and the stereoselective nature of the palladium catalyzed transformations.