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Convenient syntheses of substituted pyranoid glycals from thiophenyl glycosides and glycosyl phenylsulfones
Article de revue   Avec comité de lecture

Convenient syntheses of substituted pyranoid glycals from thiophenyl glycosides and glycosyl phenylsulfones

Alfonso Fernandez-Mayoralas, Alberto Marra, Michel Trumtel, Alain Veyrières et Pierre Sinaÿ
Tetrahedron letters, Vol.30(19), pp.2537-2540
1989

Résumé

A series of substituted thiophenyl glycosides and glycosyl phenylsulfones were converted in high yield into glycals after reductive lithiation with lithium naphthalenide, followed by elimination of the substituent at C-2. An efficient synthesis of pyranoid glycals from thiophenylglycosides or glycosyl phenylsulfones with acid or base labile protecting groups is described.

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