Issue 2, 2008

Development of new thiazole-based iridium catalysts and their applications in the asymmetric hydrogenation of trisubstituted olefins

Abstract

New thiazole-based chiral N,P-ligands that are open-chain analogues of known cyclic thiazole ligands have been synthesized and evaluated in the iridium-catalyzed asymmetric hydrogenation of trisubstituted olefins. Chirality was introduced into the ligands through a highly diastereoselective alkylation using Oppolzer's camphorsultam as chiral auxiliary. In general, the new catalysts are as reactive and selective as their cyclic counterparts for the asymmetric hydrogenation of various trisubstituted olefins.

Graphical abstract: Development of new thiazole-based iridium catalysts and their applications in the asymmetric hydrogenation of trisubstituted olefins

Supplementary files

Article information

Article type
Paper
Submitted
25 Sep 2007
Accepted
09 Nov 2007
First published
04 Dec 2007

Org. Biomol. Chem., 2008,6, 366-373

Development of new thiazole-based iridium catalysts and their applications in the asymmetric hydrogenation of trisubstituted olefins

P. Cheruku, A. Paptchikhine, M. Ali, Jörg-M. Neudörfl and P. G. Andersson, Org. Biomol. Chem., 2008, 6, 366 DOI: 10.1039/B714744A

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