Nozaki-Hiyama Coupling Reaction (Nozaki-Hiyama-Kishi Reaction)

Y. Okude et al., J. Am. Chem. Soc. 99, 3179 (1977); K. Takai et al., Tetrahedron Letters 24, 5281 (1983).

chloride catalyzed redox additions or organic halides to aldehydes:



Use of nickel salts as catalyst: H. Jin et al., J. Am. Chem. Soc. 108, 5644 (1986); K. Takai et al., ibid. 6048; of chromium: A. Furstner, N. Shi, ibid. 118, 12349 (1996). Enantioselectivity: K. Sugimoto et al., J. Org. Chem. 62, 2322 (1997); M. Bandini et al., Angew. Chem. Int. Ed. 38, 3357 (1999). Synthetic applications: Y. Kishi, Pure Appl. Chem. 64, 354 (1992); D. P. Stamos et al., J. Org. Chem. 62, 7552 (1997). Review: N. A. Saccomano, Comp. Org. Syn. 1, 173-207 (1991).