Reagent control of stereochemistry in allylic additions to chiral aldehydes with CpMo(NO)(X)(2‐methallyl) complexes of high enantiomeric purity

Abstract

AbstractReactions of (R)‐ and (S)‐CpMo(NO)(η3‐methallyl)X(X=camphorsulfonate, Cl, Br, I) with chiral α‐substituted aldehydes yield homoallylic alcohols with high diastereoselectivity. Reactions of (R)‐ and (S)‐CpMo(NO)(η3‐ methallyl)L S[LS = (IS)‐(+)‐10‐camphorsulfonate] with D‐glyceraldehyde acetonide yield the corresponding homoallylic alcohols in >98% diastereomeric excess. Reactions with racemic 2‐phenyl‐propionaldehyde and nonracemic 3‐benzyloxy‐2‐methylpropanol are also considered and show that there is very high reagent control of stereo‐chemistry in additions to the carbonyl group.