2,3-Unsaturated Allyl Glycosides as Glycosyl Donors for Selective α-Glycosylation
IR@IIIM: CSIR-Indian Institute of Integrative Medicine, Jammu
View Archive Info| Field | Value | |
| Title |
2,3-Unsaturated Allyl Glycosides as Glycosyl Donors for Selective α-Glycosylation
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| Creator |
Kumar, Brijesh
Aga, Mushtaq A. Rouf, Abdul Shah, Bhahwal A. Taneja, Subhash C. |
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| Subject |
Chemical Sciences
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| 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.
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| Date |
2011
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| Type |
Article
PeerReviewed |
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| Format |
application/pdf
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| 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 |
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| Relation |
http://dx.doi.org/10.1021/jo102333x
http://iiim.csircentral.net/178/ |
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