The Lindlar catalyst revitalized: a highly chemoselective method for the direct conversion of azides to N-(tert-butoxycarbonylamines

Reddy, P.G., Pratap, T.V., Kumar, G.D.K., Mohanty, S.K. and Baskaran, S. (2002) The Lindlar catalyst revitalized: a highly chemoselective method for the direct conversion of azides to N-(tert-butoxycarbonylamines. European Journal of Organic Chemistry, 2002(22), pp. 3740-3743. (doi: 10.1002/1099-0690(200211)2002:22<3740::AID-EJOC3740>3.0.CO;2-5)

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Publisher's URL: http://dx.doi.org/10.1002/1099-0690(200211)2002:22<3740::AID-EJOC3740>3.0.CO;2-5

Abstract

An exceptionally chemoselective method for the direct conversion of azides to N-(tert-butoxycarbonyl)-protected amines under catalytic transfer-hydrogenation conditions, using the Lindlar catalyst, is reported. The extremely labile functional groups such as N-Cbz, benzyl ester are shown to be inert under the reaction conditions. The present method allows us to synthesize orthogonally protected (N-Cbz & N-Boc) 1,2-diamino systems, which will be immensely useful in organic synthesis.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Gaddale Devanna, Dr Kishore Kumar
Authors: Reddy, P.G., Pratap, T.V., Kumar, G.D.K., Mohanty, S.K., and Baskaran, S.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:European Journal of Organic Chemistry
Publisher:Wiley - V C H Verlag GmbH & Co. KGaA
ISSN:1434-193X
ISSN (Online):1099-0690

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