A new method for C2-aza-glycosylation with glycal donors has been developed. The method involves a novel process for nitrogen transfer to glycals that 1) employs thianthrene-5-oxide and triflic anhydride as a new reagent combination for glycal activation; and 2) effects, for the first time, a direct installation of the naturally occurring C2-N-acetylamino functionality onto glycal donors in conjunction with glycosidic coupling to various glycosyl acceptors in an overall one-pot procedure.
Acetamidiglycosylation with Glycal Donors: A One-Pot Glycosidic Coupling with Direct Installation of the Natural C(2)-N-Acetylamino Functionality
DI BUSSOLO, VALERIA;
2000-01-01
Abstract
A new method for C2-aza-glycosylation with glycal donors has been developed. The method involves a novel process for nitrogen transfer to glycals that 1) employs thianthrene-5-oxide and triflic anhydride as a new reagent combination for glycal activation; and 2) effects, for the first time, a direct installation of the naturally occurring C2-N-acetylamino functionality onto glycal donors in conjunction with glycosidic coupling to various glycosyl acceptors in an overall one-pot procedure.File in questo prodotto:
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