Organoselenium chemistry: stereoselective conversion of glycals into anomeric spiro-orthoesters using a glycosyloxyselenation–oxidation elimination sequence
- 1 January 1982
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 12,p. 701-703
- https://doi.org/10.1039/c39820000701
Abstract
Glycosyloxyselenation of tri-O-benzyl-D-glucal followed by oxidation and regiospecific syn-elimination of the resulting selenoxide offers, via an in situ generated keten acetal, a new method for the stereoselective construction of spiro-orthoesters associated with carbohydrate residues, as found in the orthosomycins.Keywords
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