Palladium/Me(3)SiOTf-catalyzed bis-silylation of alpha,beta-unsaturated carbonyl compounds without involving oxidative addition of disilane

Sensuke Ogoshi; Sadayuki Tomiyasu; Masaki Morita; Hideo Kurosawa

doi:10.1021/ja0272944

Palladium/Me(3)SiOTf-catalyzed bis-silylation of alpha,beta-unsaturated carbonyl compounds without involving oxidative addition of disilane

J Am Chem Soc. 2002 Oct 2;124(39):11598-9. doi: 10.1021/ja0272944.

Authors

Sensuke Ogoshi¹, Sadayuki Tomiyasu, Masaki Morita, Hideo Kurosawa

Affiliation

¹ Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan.

PMID: 12296716
DOI: 10.1021/ja0272944

Abstract

In the presence of a catalytic amount of Me(3)SiOTf and palladium(0), the addition of disilane to alpha,beta-unsaturated carbonyl compounds proceeds under very mild conditions via eta(3)-siloxyallylpalladium generated by the reaction of enone, enal, or aromatic aldehyde with palladium and Me(3)SiOTf.