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A norbornyl route to azasugars: stereoselective synthesis of isofagomine analogues

Mehta, Goverdhan and Mohal, Narinder (2000) A norbornyl route to azasugars: stereoselective synthesis of isofagomine analogues. In: Tetrahedron Letters, 41 (30). pp. 5747-5751.

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Abstract

A stereoselective synthesis of new isofagomine analogues has been achieved from a suitably functionalized cyclopentene intermediate extracted from the norbornyl framework. Double reductive amination or inter- and intramolecular N-alkylations are the key steps in constructing the piperidine ring. Isofagomine derivatives exhibit moderate inhibitory activity in enzyme assays.

Item Type: Journal Article
Publication: Tetrahedron Letters
Publisher: Elsevier Science
Additional Information: Copyright for this article belongs to Elsevier Science.
Keywords: carbohydrate mimetics;enzyme inhibitors;piperidines;osmylation
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 24 Jan 2005
Last Modified: 19 Sep 2010 04:17
URI: http://eprints.iisc.ac.in/id/eprint/2694

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