Synfacts 2010(1): 0084-0084  
DOI: 10.1055/s-0029-1218429
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Ni-Catalyzed Neopentylglycolborylation of Aryl Chlorides

Contributor(s): Paul Knochel, Andrei Gavryushin
C. Moldoveanu, D. A. Wilson, C. J. Wilson, P. Corcoran, B. M. Rosen, V. Percec*
University of Pennsylvania, Philadelphia, USA
Further Information

Publication History

Publication Date:
21 December 2009 (online)

Significance

Neopentylglycolborane can be readily prepared from BH3˙SMe2 and the neopentylglycol. Its reaction with aryl chlorides in the presence of a nickel catalyst gives rise to aryl neopentyl boronates, which are stable derivatives of highly synthetically useful arylboronic acids. This is an interesting example of the application of a ‘mixed ligand’ catalytic system.