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Diastereoselective Synthesis of Vinylcyclopropanes from Dienes and Sulfur Ylides

RaphaŽl Robiette*, Jacqueline Marchand-Brynaert

*Universitť Catholique de Louvain, Place Louis Pasteur 1, 1348 Louvain-la-Neuve, Belgium, Email:

R. Robiette, J. Marchan-Brynaert, Synlett, 2008, 517-520.

DOI: 10.1055/s-2008-1032080


The cyclopropanation of electron-poor dienes with aryl- and vinyl-stabilized sulfonium ylides gives 2-aryl- and 2-vinyl-substituted vinylcyclopropanes, with high regio- and stereocontrol.

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Key Words

vinylcyclopropanes, cyclopropanes, dienes, stereoselective synthesis, sulfur, ylides, Corey-Chaykovsky Reaction

ID: J60-Y2008-0570