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HERO ID
7944184
Reference Type
Journal Article
Title
ASYMMETRIC REDUCTIVE AMINATION OF CYCLOALKANONES .13. ENANTIOSELECTIVE AMIDOAMINATION - A NEW REGIOSPECIFIC STRATEGY FOR THE SYNTHESIS OF CHIRAL CYCLOHEXANE-1,2-DIAMINO-DERIVATIVES
Author(s)
Schlichter, WH; Frahm, AW
Year
1993
Is Peer Reviewed?
Yes
Journal
Archiv der Pharmazie
ISSN:
0365-6233
EISSN:
1521-4184
Volume
326
Issue
7
Page Numbers
429-436
Language
English
DOI
10.1002/ardp.19933260711
Web of Science Id
WOS:A1993LP44300010
Abstract
Asymmetric synthesis of trans‐ and cis‐2‐Benzamido‐ or 2‐Phenyl‐acet‐amido‐cyclohexane‐amines 7 and 8 by means of reductive amination and hydrogenolysis is described. Condensation of the amido‐ketones 3 with chiral auxiliary (R)‐(+) and (S)‐(‐)‐1‐phenylethylamine, respectively, leads to the amido‐imines 4, which are hydrogenated over Raney‐Ni to yield simultaneously enantiomerically pure secondary trans‐ and cis‐2‐amidocyclohexane‐amines 5 and 6. Copyright 1993 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim
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