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Enantioselective synthesis of optically pure β-amino ketones and γ-aryl amines by Rh-catalyzed asymmetric hydrogenation.

Authors :
Geng H
Huang K
Sun T
Li W
Zhang X
Zhou L
Wu W
Zhang X
Source :
The Journal of organic chemistry [J Org Chem] 2011 Jan 07; Vol. 76 (1), pp. 332-4. Date of Electronic Publication: 2010 Dec 09.
Publication Year :
2011

Abstract

A series of optically pure β-amino ketones have been synthesized in high enantioselectivities (ee > 99%) by Rh-DuanPhos-catalyzed asymmetric hydrogenation of readily prepared β-keto enamides. Further reduction of these β-amino ketones with hydrogen and Pd/C leads to the formation of a variety of protected enantiomerically pure γ-aryl amines (ee > 99%), which are key building blocks in many bioactive molecules.

Details

Language :
English
ISSN :
1520-6904
Volume :
76
Issue :
1
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
21141916
Full Text :
https://doi.org/10.1021/jo102091f