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Selective reduction of anomeric azides to amines with tetrathiomolybdate: Synthesis of beta-D-glycosylamines

Sridhar, Perali Ramu and Kandikere, Ramaiah Prabhu and Chandrasekaran, Srinivasan (2003) Selective reduction of anomeric azides to amines with tetrathiomolybdate: Synthesis of beta-D-glycosylamines. In: The Journal of Organic Chemistry, 68 (13). pp. 5261-5264.

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Official URL: http://pubs.acs.org/doi/abs/10.1021/jo0266947

Abstract

A number of beta-D-glycosyl azide derivatives undergo reduction on treatment with tetrathiomolybdate to produce the corresponding beta-D-glycosylamines exclusively without anomerization under very mild and neutral reaction conditions. Acetyl, allyl, benzoyl, and benzyl protective groups are left untouched under the reaction conditions. An exclusive selectivity in the reduction of anomeric azides is observed, while the C-2 and C-6 azides are left untouched.

Item Type: Journal Article
Additional Information: Copyright of this article belongs to American Chemical Society
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 25 Nov 2009 10:21
Last Modified: 19 Sep 2010 04:56
URI: http://eprints.iisc.ernet.in/id/eprint/17334

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