[GRAPHICS] The reaction of the vinyl oxirane 1 derived from D-glucal with a series of 0-nucleophiles (alcohols, phenol, and diacetone D-glucose) affords the corresponding 2-unsaturated beta-O-glycosides in a completely stereoselective way (syn 1,4-addition pathway). Epoxide 1 is generated in situ by treatment of the corresponding hydroxy mesylate 2 with t-BuOK in anhydrous benzene.

New stereoselective beta-glycosylation via a vinyl oxirane derived from D-glucal

DI BUSSOLO, VALERIA;PINESCHI, MAURO;CROTTI, PAOLO
2002

Abstract

[GRAPHICS] The reaction of the vinyl oxirane 1 derived from D-glucal with a series of 0-nucleophiles (alcohols, phenol, and diacetone D-glucose) affords the corresponding 2-unsaturated beta-O-glycosides in a completely stereoselective way (syn 1,4-addition pathway). Epoxide 1 is generated in situ by treatment of the corresponding hydroxy mesylate 2 with t-BuOK in anhydrous benzene.
DI BUSSOLO, Valeria; Caselli, M; Pineschi, Mauro; Crotti, Paolo
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11568/183911
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