Enantioselective acyclic stereoselection under catalyst control. 2. Asymmetric synthesis of syn- and anti-1,3-diols incorporating an acetate equivalent by the chiral oxarzaborolidinone-catalyzed aldol reaction

Article abstract of DOI:10.1016/S0040-4039(97)00701-6

The chiral oxazaborolidinone-catalysed aldol reaction of a silyl ketene acetal involving a dithiolane moiety with β-silyloxy aldehyde resulted in the production of syn- and anti-1,3-diols with complete stereoselection by the choice of the stereochemistry of the catalyst. This reaction is an elegant example of enantioselective acyclic stereoselection under catalyst control.