Highly Chemoselective Catalytic Hydrogenation of Unsaturated Ketones and Aldehydes to Unsaturated Alcohols Using Phosphine-Stabilized Copper(I) Hydride Complexes

Author:

Chen Jian-Xin,Daeuble John F.,Brestensky Donna M.,Stryker Jeffrey M.

Publisher

Elsevier BV

Subject

Organic Chemistry,Drug Discovery,Biochemistry

Reference59 articles.

1. General hydrogenation reviews: (a) James, B. R. Homogeneous Hydrogenation; Wiley: New York, 1973. (b) James, B. R. Adv. Organomet. Chem. 1979, 17, 319. (c) Rylander, P. N. Catalytic Hydrogenation in Organic Synthesis; Academic Press: New York, 1979. (d) Mestroni, G.; Camus, A.; Zassinovich, G. Aspects of Homogeneous Catalysis 1981, 4, 71.

2. Preferential hydrogenation of aldehydes and ketones.

3. Hydrogenation of nonconjugated unsaturated ketones: (a) Kaye, I. A.; Matthews, R. S. J. Org. Chem. 1964, 29, 1341. (b) Mestroni, G.; Zassinovich, G.; Camus, A. J. Organomet. Chem. 1977, 140, 63. (c) Mestroni, G.; Spogliarich, R.; Camus, A.; Martinelli, F.; Zassinovich, G. J. Organomet. Chem. 1978, 157, 345. (d) Jenck, J.; Germain, J.-E. J. Catalysis 1980, 65, 141. (e) Spogliarich, R.; Tencich, A.; Kaspar, J.; Graziani M. J. Organomet. Chem. 1982, 240, 453. (f) Ishiyama, J.; Maeda, S.; Takahashi, S.; Senda, Y.; Imaizumi, S. Bull. Soc. Chem. Jpn. 1987, 60, 1721.

4. Hydrogenation of conjugated unsaturated aldehydes: (a) Adams, R.; Carvey, B. J. Am. Chem. Soc. 1926, 48, 477. (b) Pummerer, R.; Aldebert, F.; Graser, F. Sperber, H. Ann. 1953, 583, 225. (c) Rylander, P. N. Tetrahedron Lett. 1969, 1579. (d) Hotta, K.; Kubomatsu, T. Bull. Soc. Chem. Jpn. 1973, 46, 3566. (e) Gradeff, P. S.; Formica, G. Tetrahedron Lett. 1976, 4681. (f) Mizoroki, T.; Seki, K.; Meguro, S.; Ozaki, A. Bull. Soc. Chem. Jpn. 1977, 50, 2148. (g) James, B. R.; Morris, R. J. Chem. Soc., Chem. Commun. 1978, 929. (h) Strohmeier, W.; Holke, K. J. Organomet. Chem. 1980, 193, C63. (i) Hotta, K. J. Mol. Catal. 1985, 29, 105. (j) Sanchez, R. A.; Andriollo, A.; Valencia, A. J. Chem. Soc., Dalton Trans. 1985, 1859. (k) Farnetti, E.; Kaspar, J.; Spogliarich, R.; Graziani, M.; Pesce, M. J. Mol. Catal. 1987, 43, 35. (l) Suarez, T.; Fontal, B. J. Mol. Catal. 1988, 45, 345. (m) Joo, F.; Benyei, A. J. Organomet. Chem. 1990, 58, 151. (n) Nitta, Y.; Hiramatsu, Y.; Imanaka, T. J. Catal. 1990, 126, 235 and references therein. (o) Grosselin, J. M.; Mercier, C.; Allmang, G.; Grass, F. Organometallics 1991, 10, 2126. (p) Wieland, S.; Panster, P. In Catalysis of Organic Reactions, Scaros, M. G.; Prunier, M. L., Eds. Chem. Ind. 1995, 62; Marcel Dekker: New York; 1995; pp 383–392. (q) Kaneda, K.; Mizugaki, T. Organometallics 1996, 15, 3247 and references therein.

5. Hydrogenation of conjugated unsaturated ketones: (a) Csuros, Z.; Zech, K.; Géczy, I. Hung. Acta Chim. 1946, 1, 1. (b) Henbest, H. B.; Trocha-Grimshaw, J. J. Chem. Soc., Perkin 1 1974, 601, and references therein. (c) Farnetti, E.; Kaspar, J.; Spogliarich, A.; Graziani, M. J. Chem. Soc., Dalton Trans. 1988, 947. (d) Nakano, T.; Umano, S.; Kino, Y.; Ishii, Y., Ogawa, M. J. Org. Chem. 1988, 53, 3752. (e) Mashima, K.; Akutagawa, T.; Zhang, X.; Takaya, H.; Taketomi, T.; Kumobayashi, H.; Akutagawa, S. J. Organometallic Chem. 1992, 428, 213. (f) Bianchini, C.; Farnetti, E.; Glendenning, L.; Graziani, M.; Nardin, G.; Peruzzini, M.; Rocchini, E.; Zanobini, F. Organometallics 1995, 14, 1489. (g) Bianchini, C.; Peruzzini, M.; Farnetti, E.; Kaspar, J.; Graziani, M. J. Organomet. Chem. 1995, 488, 91 and references therein.

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