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Synthesis of (E)-α,β-Unsaturated Esters and (Z)-Vinyl Halides with Total or High Diastereoselectivity by Using Samarium Metal.

✍ Scribed by Jose M. Concellon; Humberto Rodriguez-Solla; Monica Huerta; Juan A. Perez-Andres


Publisher
John Wiley and Sons
Year
2010
Weight
41 KB
Volume
33
Category
Article
ISSN
0931-7597

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A simple, efficient, highly diastereoselective method for preparing (E)-α,δ-dideuterio-β,γ-unsaturated esters: SmI -promoted reduction/elimination of α-halo-β-hydroxy-γ,δ-unsaturated esters in the presence of D O. This provides the desired products in which the C-C double bond is generated with tota