An Attempt at the Direct Construction of 2-Deoxy-β-glycosidic Linkages Capitalizing on 2-Deoxyglycopyranosyl Diethyl Phosphites as Glycosyl Donors
- 31 December 1995
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1995 (12) , 1271-1273
- https://doi.org/10.1055/s-1995-5254
Abstract
A direct method for the construction of 2-deoxy-β-glycosidic linkages has been developed by using 2-deoxyglycopyranosyl diethyl phosphites without neighboring group substituents at C-2 as glycosyl donors in the presence of a catalytic amount of trimethylsilyl triflate (TMSOTf), wherein glycosidations of 2-deoxy-D-gluco- and 2-deoxy-L-rhamnopyranosyl donors with primary alcohols have been found to exhibit the highest β-selectivity known to date.Keywords
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