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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Abstract

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
Divisions:	UNSPECIFIED
Depositing User:	Mr. Amit Nargotra
Date Deposited:	28 Dec 2011 09:44
Last Modified:	28 Dec 2011 09:44
URI:	http://iiim.csircentral.net/id/eprint/275

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