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Photoinduced C–S Bond Cleavage of Thioglycosidesand Glycosylation.
- Source :
-
Organic Letters . Nov2015, Vol. 17 Issue 22, p5606-5609. 4p. - Publication Year :
- 2015
-
Abstract
- A glycosylcoupling reaction via photoinduced direct activationof thioglycosides and subsequent O-glycosylationin the absence of photosensitizer was developed for the first time.This reaction underwent a selectively homolytic cleavage of a C–Sbond to generate a glycosyl radical, which was oxidized to an oxacarbeniumion by Cu(OTf)2, and a sequential O-glycosylation.A wide range of glycosides were synthesized in moderate to excellentyield using sugars, amino acids, or cholesterol as the acceptors. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 15237060
- Volume :
- 17
- Issue :
- 22
- Database :
- Academic Search Index
- Journal :
- Organic Letters
- Publication Type :
- Academic Journal
- Accession number :
- 111139651
- Full Text :
- https://doi.org/10.1021/acs.orglett.5b02823