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J Am Chem Soc. 2004 Jun 16;126(23):7182-3.

alpha-Aminoallylation of aldehydes with ammonia: stereoselective synthesis of homoallylic primary amines.

Author information

1
Graduate School of Pharmaceutical Sciences, The University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.

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 alpha-amino acid, alloisoleucine, was achieved utilizing this reaction.

PMID:
15186148
DOI:
10.1021/ja049689o
[Indexed for MEDLINE]

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