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Borinic acid-catalyzed stereo- and site-selective synthesis of beta-glycosylceramides

TitleBorinic acid-catalyzed stereo- and site-selective synthesis of beta-glycosylceramides
Publication TypeJournal Article
Year of Publication2017
AuthorsD'Angelo, KA, Taylor, MS
JournalChemical Communications
Volume53
Issue44
Pagination5978 - 5980
Date Published2017
ISBN Number1359-7345
Abstract

A method for activation of unprotected ceramides towards stereo- and site-selective glycosylation is described. Two-point binding of a diarylborinic acid catalyst to the ceramide accelerates its reactions with 'armed' glycosyl methanesulfonate donors, resulting in the formation of a [small beta]-glycosidic linkage at the primary OH group.

URLhttp://dx.doi.org/10.1039/C7CC01673E
Short TitleChem. Commun.