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

Rodríguez, D.; Pérez Sestelo, J.; Sarandeses, L. A.


J. Org. Chem. 2004, 69, 8136–8139 (DOI: 10.1021/jo0491511).

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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 SN2 product regioselectively and in good yield. The reaction proceeds with net inversion of the stereochemical configuration.