Tetrahedron

Enamine chemistry—XXV: Reduction of enaminones by LiAlH4 and NaBH4. Synthesis of α, β-unsaturated aldehydes

S Carlsson, SO Lawesson

Index: Carlsson, S.; Lawesson, S.-O. Tetrahedron, 1982 , vol. 38, # 3 p. 413 - 417

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Citation Number: 9

Abstract

Cyclohexanone, 2-methyl-cyclohexanone and 4-methyl-cyclohexanone, 1, were transformed into the enaminones 4a–4e by the following two routes:(A): Acylation of the enamines, 2, derived from 1 and secondary amines (pyrrolidine, morpholine and piperidine) by ethyl chloroformate, and (B): Condensation of 1 with diethyl oxalate, giving the β- ketoesters 3, followed by reaction with the secondary amines. Ethyl 2 (-1-pyrrolidinyl)-1- ...