Suzuki Coupling

N. Miyaura et al., Tetrahedron Letters 1979, 3437; N. Miyaura, A. Suzuki, Chem. Commun. 1979, 866.

-catalyzed cross coupling of organic halides or perfluorinated sulfonates with organoboron derivatives proceeding with high stereo- and regioselectivity:



Competition with Heck reaction, q.v., when using an alkenyl boronate ester: A. R. Hunt et al., Tetrahedron Letters 34, 3599 (1993). Alternative palladium catalysts: G. Marck et al., ibid. 35, 3277 (1994); T. I. Wallow, B. M. Novak, J. Org. Chem. 59, 5034 (1994). Reviews: A. Suzuki, Pure Appl. Chem. 63, 419-422 (1991); A. R. Martin, Y. Yang, Acta Chem. Scand. 47, 221-230 (1993). Cf. Hydroboration Reaction; Stille Coupling.