Reddy, Ganapati P. ; Pratap, Verabhadra T. ; Kumar, Kishore G. D. ; Mohanty, Subhendu K. ; Baskaran, Sundarababu (2002) The Lindlar catalyst revitalized: a highly chemoselective method for the direct conversion of azides to N-(tert-butoxycarbonyl)amines European Journal of Organic Chemistry, 2002 (22). pp. 3740-3743. ISSN 1434-193X
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Official URL: http://onlinelibrary.wiley.com/doi/10.1002/1099-06...
Related 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: | Article |
|---|---|
| Source: | Copyright of this article belongs to John Wiley and Sons. |
| Keywords: | Chemoselectivity; Lindlar Catalyst; Azides; Chiral Ligands; Synthetic Methods; Reduction |
| ID Code: | 98563 |
| Deposited On: | 24 Sep 2014 11:51 |
| Last Modified: | 24 Sep 2014 11:51 |
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