Horner-Wadsworth-Emmons Reaction of Unprotected Sugars in Water or in the Absence of Any Solvent: One-Step Access to C-Glycoside Amphiphiles - Université de Rennes Accéder directement au contenu
Article Dans Une Revue European Journal of Organic Chemistry Année : 2010

Horner-Wadsworth-Emmons Reaction of Unprotected Sugars in Water or in the Absence of Any Solvent: One-Step Access to C-Glycoside Amphiphiles

Résumé

The synthesis of C-glycosides in water or in the absence of any solvent from free sugars and β-keto phosphonates is reported. The methodology permits a one-step access to C-glycoside amphiphiles in moderate-to-good yields. The selectivity (α/β and furanoside/pyranoside) is discussed and a process that leads to pure β-C-pyranosides is also described.

Dates et versions

hal-00757734 , version 1 (27-11-2012)

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Citer

Adeline Ranoux, Loïc Lemiègre, Maud Benoit, Jean-Paul Guégan, Thierry Benvegnu. Horner-Wadsworth-Emmons Reaction of Unprotected Sugars in Water or in the Absence of Any Solvent: One-Step Access to C-Glycoside Amphiphiles. European Journal of Organic Chemistry, 2010, 2010 (7), pp.1314-1323. ⟨10.1002/ejoc.200901286⟩. ⟨hal-00757734⟩
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