Indium trichloride promoted stereoselective synthesis of O-glycosides from trialkyl orthoformates
IR@IIIM: CSIR-Indian Institute of Integrative Medicine, Jammu
View Archive Info| Field | Value | |
| Title |
Indium trichloride promoted stereoselective synthesis of O-glycosides from trialkyl orthoformates
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| Creator |
Mukherjee, Debaraj
Yousuf, Syed Khalid Taneja, Subhash C. |
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| Subject |
Chemical Sciences
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| Description |
A novel, highly stereoselective method for O-glycosylation of glycals and glycosylbromides is developed using orthoformates as acceptors in the presence of InCl3 to afford the corresponding O-glycopyranosides in 66–94% yield. Both perbenzyl and peracetyl glycals afford the corresponding 2,3-unsaturated-O-glycosides with high a-selectivity. Stoichiometric amounts of orthoformates are sufficient to bring about this transformation instead of large excesses of alcohols.
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| Date |
2008
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| Type |
Article
PeerReviewed |
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| Format |
application/pdf
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| Identifier |
http://iiim.csircentral.net/275/1/10.1016j.tetlet.2008.05.130.pdf
Mukherjee, Debaraj and Yousuf, Syed Khalid and Taneja, Subhash C. (2008) Indium trichloride promoted stereoselective synthesis of O-glycosides from trialkyl orthoformates. Tetrahedron Letters, 49 (33). pp. 4944-4948. ISSN 00404039 |
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| Relation |
http://dx.doi.org/10.1016/j.tetlet.2008.05.130
http://iiim.csircentral.net/275/ |
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