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  • Title: A facile method for beta-selenoglycoside synthesis using beta-p-methylbenzoyl selenoglycoside as the selenating unit.
    Author: Kawai Y, Ando H, Ozeki H, Koketsu M, Ishihara H.
    Journal: Org Lett; 2005 Oct 13; 7(21):4653-6. PubMed ID: 16209502.
    Abstract:
    [reaction: see text] The reaction between alpha-glycosyl bromides and potassium p-methylselenobenzoate yields beta-p-methylbenzoyl selenoglycosides. The acyl selenoglycosides were activated by the action of a secondary amine and Cs2CO3 to produce an anomeric selenolate anion, which reacted in situ with various electrophiles to yield novel selenoglycosides while retaining the anomeric stereochemistry.
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