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Issue 8, 2012
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Palladium-catalyzed cross-coupling reactions of organogold(i) phosphanes with allylic electrophiles

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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.

Graphical abstract: Palladium-catalyzed cross-coupling reactions of organogold(i) phosphanes with allylic electrophiles

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Article information


Submitted
24 Oct 2011
Accepted
06 Dec 2011
First published
07 Dec 2011

Org. Biomol. Chem., 2012,10, 1686-1694
Article type
Paper

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

M. Peña-López, M. Ayán-Varela, L. A. Sarandeses and J. P. Sestelo, Org. Biomol. Chem., 2012, 10, 1686
DOI: 10.1039/C2OB06788A

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