Palladium-catalyzed cross-coupling reactions of allylic halides and acetates with indium organometallics

David Rodríguez; José Pérez Sestelo; Luis A Sarandeses

doi:10.1021/jo0491511

Palladium-catalyzed cross-coupling reactions of allylic halides and acetates with indium organometallics

J Org Chem. 2004 Nov 12;69(23):8136-9. doi: 10.1021/jo0491511.

Authors

David Rodríguez¹, José Pérez Sestelo, Luis A Sarandeses

Affiliation

¹ Departamento de Química Fundamental, Universidade da Coruña, E-15071 A Coruña, Spain.

PMID: 15527307
DOI: 10.1021/jo0491511

Abstract

The palladium(0)-catalyzed cross-coupling reaction of allylic halides and acetates with indium organometallics is reported. In this synthetic transformation, triorganoindium compounds and tetraorganoindates (aryl, alkenyl, and methyl) react with cinnamyl and geranyl halides and acetates to afford the S(N)2 product regioselectively and in good yield. The reaction proceeds with net inversion of the stereochemical configuration.