PREPARATION OF CHIRAL PROPARGYLIC ALCOHOL AND ESTER INTERMEDIATES OF HIMBACINE ANALOGS

摘要

This application discloses a novel process for the conversion of a series of racemic propargylic alcohols to corresponding (R)-enantiomers. The application also discloses the enantio-selective esterification of a propargylic alcohol from its racemate to prepare an (R)-ester. Enantioselectivity is enhanced by the use of experimentally determined enzymes. The propargylic alcohols and chiral esters may be useful in preparing compounds such as, for example, thrombin receptor antagonists. Among the synthetic pathways disclosed is the following: Formulae (I)-(VI).