Photoredox catalysis is a rapidly growing area of study in organic synthesis that harnesses the power of single-electron transfer processes under mild, user-friendly conditions.  Photoredox catalytic O-glycosylation with chalcogenoglycoside donors is an emerging area of research in chemical glycosylation.  These glycosylations are marked by mildness in addition to the avoidance of strong electrophiles and multistage procedures.  Herein, we report on a visible light photoredox catalytic O-glycosylation using selenoglycoside donors.  The initial development of both Ru-catalyzed and diphenyldiselenide-catalyzed variants will be discussed in addition to more recent lines of investigation to address the mechanism, yield, efficiency and stereoselectivity of this reaction.

Photoredox catalytic <i>o</i>-glycosylation with selenoglycoside donors

247th National Meeting (2014)

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Photoredox catalytic o-glycosylation with selenoglycoside donors