Journal
SYNLETT
Volume 28, Issue 7, Pages 751-761Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0036-1588945
Keywords
glycosylation; remote activation; oligosaccharides; visible light; photochemistry
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Funding
- Louisiana Board of Regents [LEQSF-(2013-16)-RD-A-03]
- Louisiana State University
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O-Glycosylation is a critically important and recurring step in the synthesis of oligosaccharides and other natural and non-natural products. While many approaches to O-glycosylation have been reported, those strategies involving remote activation are distinguished by the mildness and orthogonality that they often engender. As a result, O-glycosylation using remote activation strategies has been utilized successfully in the synthesis of complex molecules that include oligosaccharides and macrolides. Herein, we discuss a number of contributions that have been made to this area since the 1970s. This includes our own recent contribution involving the visible-light activation of 4-pmethoxyphenyl-3-butenylthioglycosides toward O-glycosylation in the presence of Umemoto's reagent.
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