Conjugate addition of alkyl groups to α, β-unsaturated sulfoxides via Michael addition of nitroparaffins and subsequent denitration with tributyltin hydride

N Ono, H Miyake, A Kamimura, N Tsukui, A Kaji

Index: Ono, Noboru; Miyake, Hideyoshi; Kamimura, Akio; Tsukui, Nobuo; Kaji, Aritsune Tetrahedron Letters, 1982 , vol. 23, # 29 p. 2957 - 2960

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Citation Number: 25

Abstract

Abstract Michael addition of nitroparaffins to α, β-unsaturated sulfoxides is well effected in the presence of DBU. The nitro group in the adduct is replaced by hydrogen with Bu 3 SnH without influence to the sulfinyl function. The overall reations provide an efficient method for the conjugate addition of alkyl groups to α, β-unsaturated sulfoxides.