Synfacts 2008(4): 0385-0385  
DOI: 10.1055/s-2008-1042872
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York

Difluorphos Complexes of Palladium and Nickel-Catalyzed α-Arylation of Ketones

Contributor(s): Hisashi Yamamoto, Cheol Hong Cheon
X. Liao, Z. Weng, J. F. Hartwig*
University of Illinois at Urbana-Champaign and Yale University, New Haven, USA
Further Information

Publication History

Publication Date:
19 March 2008 (online)

Significance

The authors describe the first enantioselective α-arylation of ketones with aryl triflates to provide access to enantioenriched quaternary stereocenters through use of chiral biarylphosphine-palladium and -nickel complexes. The combination of electron-rich aryl triflates and a palladium catalyst, and that of electron-poor aryl triflates and a nickel catalyst led to a series of α-arylations that occur with much higher enantioselectivity than the previously reported reactions of aryl bromides with other catalysts.