Abstract
The chiral N,N-dialkylnorephedrine-catalyzed addition of dialkylzincs to aliphatic and aromatic aldehydes afforded secondary alcohols of high optical purity (to >95% ee). Among the N,N-di(primary alkyl) norephedrines, N,N-di-n-butylnorephedrine (DBNE, 3d) was found to be the most effective catalyst. 1-Phenyl-2-(1-pyrrolidinyl) propan-1-ol (3i) and N,N-diallylnorephedrine (3j) were also highly effective catalysts. The method described provides optically active secondary aliphatic alcohols of high optical purity which cannot be prepared by conventional methods
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