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Preparation of alpha-C-glycosides from glycals
1Department of Chemistry & Biochemistry, University of California, Santa Barbara, Santa Barbara, California 93106, USA.
Organic Letters
|April 27, 2002
Abstract:
[reaction: see text]. A novel approach to simple C-glycosides is reported. Reductive ring opening of 1,2-anhydro sugars with titanocene(III) chloride produces an anomeric radical that can be trapped with a variety of agents. The reaction stereospecifically affords alpha-glycosides and produces a free C-2 hydroxyl group allowing for further elaboration.