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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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.

Item Type: Article
Subjects: Chemical Sciences
Depositing User: Mr. Amit Nargotra
Date Deposited: 28 Dec 2011 09:44
Last Modified: 28 Dec 2011 09:44

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