Sulfoxides in the allylation of aldehydes in the presence of silicon tetrachloride and allyltributylstannane

Antonio Massa 1 , Laura Capozzolo 1 , and Arrigo Scettri 1
  • 1 Department of Chemistry, University of Salerno, 84084, Fisciano (Salerno), Italy

Abstract

SiCl4 can be conveniently activated by catalytic amounts of dimethyl sulfoxide or other readily-available sulfoxides for the allylation of aromatic, hetero-aromatic and unsaturated aldehydes in the presence of allyltributyl stannane. Chiral aryl methyl sulfoxides have been used to develop asymmetric allylation methods, as well as probe the aldehyde substrate scope.

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