Kumar, Brijesh and Aga, Mushtaq A. and Rouf, Abdul and Shah, Bhahwal A. and Taneja, Subhash C. (2011) 2,3-Unsaturated Allyl Glycosides as Glycosyl Donors for Selective α-Glycosylation. The Journal of Organic Chemistry, 76 (9). pp. 3506-3510. ISSN 0022-3263

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Abstract

In the presence of NBS and a catalytic amount of a Lewis acid, 2,3-unsaturated allyl glycosides [6-(allyloxy)-3,6-dihydro-2-(hydroxymethyl)-2H-pyran-3-ol] have been successfully used as versatile glycosyl donors for the stereoselective R-glycosylation of a variety of alcohols comprising sensitive functions such as acetonide, keto, nitro, and ester in 50�90% yields. The methodology offers an equally facile alternative to 4-pentenyl replacement in unsaturated sugars.

Item Type: Article
Subjects: Chemical Sciences
Divisions: UNSPECIFIED
Depositing User: Mr. Amit Nargotra
Date Deposited: 19 Dec 2011 07:05
Last Modified: 19 Dec 2011 07:05
URI: http://iiim.csircentral.net/id/eprint/178

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