摘要:
Reactions of alpha-aryl-, alpha-heteroaryl-, and alpha-heteroatom-substituted masked alkenyllithiums with aldehydes and ketones provide a general method for the synthesis of allylic alcohols substituted with an aryl or heteroaryl in the beta position and aryl, heteroaryl or alkyl substituents in the a position via a [1,4]-C-->O silicon rearrangement. In the case of reactions with enolizable aldehydes and ketones, anhydrous CeCl3 was used as an additive. High diastereoselectivities are observed for allyl alcohols produced from a-substituted aldehydes.