Synfacts 2009(9): 1015-1015  
DOI: 10.1055/s-0029-1217689
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Coupling of Secondary Alkylzinc Halides with Aryl Bromides and Chlorides

Contributor(s): Paul Knochel, Andrei Gavryushin
C. Han, S. L. Buchwald*
Massachusetts Institute of Technology, Cambridge, USA
Further Information

Publication History

Publication Date:
21 August 2009 (online)

Significance

Direct cross-coupling of secondary acyclic organometallic species is a rather challenging task. This reaction is often plagued by β-hydride elimination or metal migration. The fine tuning of the ligand for the Negishi coupling allowed the development of a high-yielding, simple procedure for this coupling reaction, suitable for a broad substrate range with excellent functional group tolerance.