Synfacts 2011(6): 0662-0662  
DOI: 10.1055/s-0030-1259901
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Ni-Catalyzed Negishi Cross-Coupling of Secondary Alkylzinc Halides

Contributor(s): Paul Knochel, Thomas Kunz
A. Joshi-Pangu, M. Ganesh, M. R. Biscoe*
The City College of New York, USA
Further Information

Publication History

Publication Date:
19 May 2011 (online)

Significance

Herein, a general procedure for a nickel-catalyzed cross-coupling of secondary alkylzinc reagents is reported. The optimized reaction conditions require only low catalyst loads and overcome the problems of isomerization, and β-hydride elimination often encountered in palladium-catalyzed reactions of such secondary alkyl­zinc halides. At the same time, a wide range of functional groups including esters and ­aldehydes is tolerated on both nucleophile and electrophile.