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2,3-Unsaturated Allyl Glycosides as Glycosyl Donors for Selective α-Glycosylation

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Title 2,3-Unsaturated Allyl Glycosides as Glycosyl Donors for Selective α-Glycosylation
 
Creator Kumar, Brijesh
Aga, Mushtaq A.
Rouf, Abdul
Shah, Bhahwal A.
Taneja, Subhash C.
 
Subject Chemical Sciences
 
Description 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.
 
Date 2011
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://iiim.csircentral.net/178/1/10.1021jo102333x.pdf
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
 
Relation http://dx.doi.org/10.1021/jo102333x
http://iiim.csircentral.net/178/