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Manganese-Promoted β-Elimination Reactions: Totally Stereoselective Synthesis of (E)-α,β-Unsaturated Esters

José M. Concellón*, Humberto Rodríguez-Solla, Vicente del Amo

*Dpto. Química Orgánica e Inorgánica, Universidad de Oviedo, C/ Julián Clavería 8, 33006, Oviedo, Spain, Email:

J. M. Concellón, H. Rodríguez-Solla, V. del Amo, Synlett, 2006, 315-317.

DOI: 10.1055/s-2005-923592


Stereoselective β-elimination of diastereomeric mixtures of 2-bromo-3-hydroxy­esters is achieved by using unactivated manganese and trimethylsilyl chloride, to yield (E)-α,β-unsaturated esters with total diastereoselectivity.

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Key Words

α,β-unsaturated esters, elimination, manganese

ID: J60-Y2006-4230