Secondary amine catalyzed retro-aldol reactions of enals and enones: one-pot conversion of enals to α-substituted derivatives
作者:Dieter Enders、Thanh V. Nguyen
DOI:10.1016/j.tetlet.2012.02.039
日期:2012.4
A practical synthetic procedure to hydrolytically cleave the CC-double bond of alpha,beta-unsaturated aldehydes and ketones has been developed. Secondary amines are employed as organocatalysts for the retro-aldol process under simple and mild reaction conditions. Beside the generation of the parent aromatic aldehydes, the synthetic procedure has been successfully used in a one-pot reaction sequence to convert simple cinnamaldehydes into their alpha-aryl/alkyl substituted derivatives. (C) 2012 Elsevier Ltd. All rights reserved.