RETENTION OF CONFIGURATION IN THE RITTER-TYPE SUBSTITUTION-REACTION OF CHIRAL BETA-ARYLTHIO ALCOHOLS THROUGH THE ANCHIMERIC ASSISTANCE OF THE ARYLTHIO GROUP

[摘要] In chiral alcohols bearing a phenylthio group at the beta carbon atom, the hydroxy group is replaced by nitriles through the anchimeric assistance of the phenylthio group to afford chiral amides with retention of configuration. This stereospecific Ritter-type reaction has been utilized in the conversion of chiral glycidol derivatives to chiral cyclic imino ethers such as oxazolines bearing an arylthio group.

[发布日期] 1994-07-25