β-Phenylselenoglycosides have been efficiently and stereoselectively synthesized by direct oxidative glycosylation of benzenselenolate (PhSe-) with glycals. A rationalization of the presently described β-selectivity and the opposite Rselectivity reported by Danishefsky in the ring-opening of epoxy glycals with benzeneselenol (PhSeH) is proposed.
Stereoselective synthesis of beta-phenylselenoglycosides from glycals and rationalization of the selenoglycosylation processes
DI BUSSOLO, VALERIA;BALZANO, FEDERICA;UCCELLO BARRETTA, GLORIA;CROTTI, PAOLO
2010-01-01
Abstract
β-Phenylselenoglycosides have been efficiently and stereoselectively synthesized by direct oxidative glycosylation of benzenselenolate (PhSe-) with glycals. A rationalization of the presently described β-selectivity and the opposite Rselectivity reported by Danishefsky in the ring-opening of epoxy glycals with benzeneselenol (PhSeH) is proposed.File in questo prodotto:
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