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Total synthesis of the eight diastereomers of the syn-anti-syn phytoprostanes F1 types I and II
Authors:El Fangour Siham  Guy Alexandre  Despres Valérie  Vidal Jean-Pierre  Rossi Jean-Claude  Durand Thierry
Institution:UMR CNRS 5074, Université Montpellier I, Faculté de Pharmacie, 3e Etage-15, Avenue Charles Flahault, F-34093 Montpellier Cedex 05, France.
Abstract:Syntheses of the eight enantiomerically pure diastereomers of the syn-anti-syn phytoprostanes F(1) types I and II are described starting from D- and L-glucose. Key steps include Wittig coupling, Horner Wadsworth Emmons (HWE) reactions, and enantioselective reduction of alpha,beta-unsaturated ketones.
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