ENANTIOSELECTIVE ACYCLIC STEREOSELECTION UNDER CATALYST CONTROL .2. ASYMMETRIC-SYNTHESIS OF SYN-1,3-DIOLS AND ANTI-1,3-DIOLS INCORPORATING AN ACETATE EQUIVALENT BY THE CHIRAL OXAZABOROLIDINONE-CATALYZED ALDOL REACTION

The chiral oxazaborolidinone-catalysed aldol reaction of a silyl keten e acetal involving a dithiolane moiety with beta-silyloxy aldehyde res ulted in the production of syn- and anti-1,3-diols with complete stere oselection by the choice of the stereochemistry of the catalyst. This reaction is an elegant example of enantioselective acyclic stereoselec tion under catalyst control. (C) 1997 Elsevier Science Ltd.