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Catalytic, asymmetric synthesis of alpha-acetoxy amides

Lookup NU author(s): Professor Michael North

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Abstract

Non-racemic cyanohydrin acetates are readily available from aldehydes and potassium cyanide/acetic anhydride by use of bimetallic titanium (salen) catalyst 1. Treatment of the cyanohydrin acetates with a platinum(II) phosphinito catalyst 3 under neutral conditions results in chemoselective hydrolysis to the corresponding alpha-acetoxy amides in a racemization free process. (C) 2004 Elsevier Ltd. All rights reserved.

Publication metadata

Author(s): North M, Parkins AW, Shariff AN

Publication type: Article

Publication status: Published

Journal: Tetrahedron Letters

Year: 2004

Volume: 45

Issue: 41

Pages: 7625-7627

ISSN (print): 0040-4039

ISSN (electronic): 1873-3581

Publisher: Pergamon

URL: http://dx.doi.org/10.1016/j.tetlet.2004.08.114

DOI: 10.1016/j.tetlet.2004.08.114

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