Tandem Aldol-Reduction Reaction of Dimethylsilyl Enolates: A New Method for Stereoselective Preparation of 1,3-Diols~1

摘要

In the presence of a catalytic amount of TBAF (Bu_4NF), dimethylsilyl enolats derived from acyclic ketones reacted with aldehydes to give syn, syn-1,3-diols 7a and 8a with moderate to high diastereoselectivity. The stereochemical outcome can be atributed to a syn-selective aldol reaction and the subsequent 1,2-syn-selective intramolecular reduction.