219901-91-4Relevant academic research and scientific papers
Efficient syntheses of secondary and tertiary 2-aryl- and 2-heteroaryl- allyl alcohols
Katritzky, Alan R.,Toader, Dorin,Wang, Xiaojing
, p. 9978 - 9982 (1998)
Reactions of α-aryl-, α-heteroaryl-, and α-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 β position and aryl, heteroaryl or alkyl substituents in the α 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 α-substituted aldehydes.
