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Trimethylsilyl chloride promoted synthesis of a-branched amines by nucleophilic addition of organozinc halides to nitrones

Abstract

A general procedure for the nucleophilic addition of organo-zinc halides with nitrones in the presence of trimethylsilyl chloride has been developed. Trimethylsilyl chloride was found to be both an indispensable reaction promoter and a ready hydroxylamine protective agent in these reactions. The produced O-(trimethylsilyl)hydroxylamines can be easily reduced into corresponding amines just by a zinc-copper couple in saturated aqueous NH4Cl solutio

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