Palladium-catalyzed cross-coupling reactions of organogold (I) phosphanes with allylic electrophiles

M Peña-López, M Ayán-Varela…

Index: Pena-Lopez, Miguel; Ayan-Varela, Miguel; Sarandeses, Luis A.; Sestelo, Jose Perez Organic and Biomolecular Chemistry, 2012 , vol. 10, # 8 p. 1686 - 1694

Full Text: HTML

Citation Number: 9

Abstract

Aryl and alkenylgold (I) phosphanes react regioselectively with allylic electrophiles such as cinnamyl and geranyl halides (bromide, chloride and acetates) under palladium catalysis in THF at 80° C to afford the α-substitution product with moderate to high yields. When the reaction is performed with a chiral enantiopure secondary acetate, the α-substituted cross- coupling product is obtained with complete inversion of the stereochemistry.