1999 Volume 1999 Issue 9 Pages 625-627
In this study, glycosylation using diphenylphosphinate as a new leaving group was examined. When the glycosylation of various alcohols with acetylated β-D-glucopyranosyl diphenylphosphinate (1) was carried out in the presence of trimethylsilyl trifluoromethanesulfonate in nitromethane, both the corresponding glucosides and the glucosides, which were deacetylated at position 2, were produced. Three kinds of reaction paths through an ortho ester intermediate can be considered for the present glycosylation.
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