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Synthesis of sugar-based ethenyl ethers through a vinyl bis-sulfone methodology
Authors:Florence Ché  ryMatthieu Desroses,Arnaud Tatibouë  tOttorino De Lucchi,Patrick Rollin
Affiliation:a Institut de Chimie Organique et Analytique, UMR CNRS 6005, Université d'Orléans, B.P. 6759, F-45067 Orléans, France
b Dipartimento di Chimica, Universita Ca'Foscari di Venezia, Dorsoduro 2137, I-30123 Venezia, Italy
Abstract:The recently devised route to ethenyl ethers—i.e. 1,2-bis(phenylsulfonyl)ethylene (BPSE)-mediated conversion of alcohols into β-alkoxyvinyl sulfones followed by reductive desulfonylation—has been applied in the carbohydrate field to the synthesis of a number of vinyl-functionalised monosaccharides, a number of which had not been prepared via alternative routes.
Keywords:carbohydrates   alkoxyvinylsulfones   ethenyl ethers   desulfonylation
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