Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 75, Issue 12, Pages 4284-4287Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo100145s
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- Universita di Pisa
- MIUR, Roma
- Merck Research Laboratories
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beta-Phenylselenoglycosides have been efficiently and stereoselectively synthesized by direct oxidative glycosylation of benzenselenolate (PhSe(-)) with glycals. A rationalization of the presently described beta-selectivity and the opposite alpha-selectivity reported by Danishefsky in the ring-opening of epoxy glycals with benzeneselenol (PhSeH) is proposed.
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