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Synthesis of Isotopically Labeled (E)-β,γ-Unsaturated Esters with Total or High Diastereoselectivity by Using
José M Concellón1, Pablo L Bernad1, Humberto Rodríguez-Solla1
1Departamento de Química Orgánica e Inorgánica Facultad de Química, Universidad de Oviedo 33071 Oviedo (Spain) Fax: (+34) 98-510-34-46.
Abstract:
A simple, efficient, highly diastereoselective method for preparing (E)-α,δ-dideuterio-β,γ-unsaturated esters: SmI2 -promoted reduction/elimination of α-halo-β-hydroxy-γ,δ-unsaturated esters in the presence of D2 O. This provides the desired products in which the C-C double bond is generated with total or high diastereoselectivity.
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