Polyhydroxylated homoazepanes and 1-deoxy-homonojirimycin analogues: synthesis and glycosidase inhibition study

Markad, Shankar D. ; Karanjule, Narayan S. ; Sharma, Tarun ; Sabharwal, Sushma G. ; Dhavale, Dilip D. (2006) Polyhydroxylated homoazepanes and 1-deoxy-homonojirimycin analogues: synthesis and glycosidase inhibition study Organic and Biomolecular Chemistry, 4 (19). pp. 3675-3680. ISSN 1477-0520

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Official URL: http://pubs.rsc.org/en/Content/ArticleLanding/2006...

Related URL: http://dx.doi.org/10.1039/B609000A

Abstract

The Johnson-Claisen rearrangement of D-gluco and L-ido-derived allylic orthoesters afforded γ,δ-unsaturated ester that on ester reduction, epoxidation, regioselective oxirane opening by sodium azide and hydrogenation led to sugar amino alcohols-immediate precursors for 1-deoxy-homonojirimycin 3a,b and polyhydroxylated homoazepanes 4a,b. Our synthetic approach and glycosidase inhibitory activity is reported.

Item Type:Article
Source:Copyright of this article belongs to Royal Society of Chemistry.
ID Code:87233
Deposited On:16 Mar 2012 06:14
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