Tetrahedron Letters

Secondary amine catalyzed retro-aldol reactions of enals and enones: one-pot conversion of enals to α-substituted derivatives

D Enders, TV Nguyen

Index: Enders, Dieter; Nguyen, Thanh V. Tetrahedron Letters, 2012 , vol. 53, # 16 p. 2091 - 2095

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Abstract

A practical synthetic procedure to hydrolytically cleave the C, C-double bond of α, β- 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 ...

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