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J Am Chem Soc. 2009 Jul 29;131(29):9882-3. doi: 10.1021/ja903319r.

Enantioselective hydrogenation of N-H imines.

Author information

1
Department of Chemistry, Rutgers, The State University of New Jersey, 610 Taylor Road, Piscataway, New Jersey 08854-8066, USA.

Abstract

N-H ketoimines 3a-3v are readily prepared in high yield via organometallic addition to nitriles and isolated as corresponding bench-stable hydrochloride salts. Homogeneous asymmetric hydrogenation of unprotected N-H ketoimines 3a-3v using Ir-(S,S)-f-binaphane as catalyst provides chiral amines 4a-4v in 90-95% yield with enantioselectivities up to 95% ee.

PMID:
19569686
DOI:
10.1021/ja903319r
[Indexed for MEDLINE]

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