α-aminoallylation of aldehydes with ammonia: Stereoselective synthesis of homoallylic primary amines

M Sugiura, K Hirano, S Kobayashi

Index: Sugiura, Masaharu; Hirano, Keiichi; Kobayashi, Shu Journal of the American Chemical Society, 2004 , vol. 126, # 23 p. 7182 - 7183

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Citation Number: 101

Abstract

Three-component reactions of aldehydes, ammonia, and allylboronates were found to provide homoallylic primary amines in high yields with high chemo-and stereoselectivities. A two-step, one-pot, stereoselective synthesis of an uncommon α-amino acid, alloisoleucine, was achieved utilizing this reaction.

~99%

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