Synthesis of novel diphosphines from d-(+)-glucose. Use in asymmetric hydrogenation

Author:

Diéguez Montserrat,Pàmies Oscar,Ruiz Aurora,Castillón Sergio,Claver Carmen

Publisher

Elsevier BV

Subject

Inorganic Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Catalysis

Reference12 articles.

1. (a) Noyori, R. Asymmetric Catalysis in Organic Synthesis; J. Wiley & Sons: New York, 1994. (b) Catalytic Asymmetric Synthesis; Ojima, I., Ed.; John Wiley & Sons: New York, 2000. (c) Comprehensive Asymmetric Catalysis; Jacobsen, E. N.; Pfaltz, A.; Yamamoto, H., Eds.; Springer: Berlin, 1999.

2. For some representative examples, see: (a) Kagan, H. B.; Dang, T.-P. J. Am. Chem. Soc. 1972, 94, 6429. (b) Knowles, W. S.; Sabacky, M. J.; Vineyard, B. D. J. Chem. Soc., Chem. Commun. 1972, 10. (c) Miyashita, A.; Yasuda, A.; Takaya, H.; Toriumi, K.; Ito, T.; Souchi, T.; Noyori, R. J. Am. Chem. Soc. 1980, 102, 7932. (d) Brunner, H.; Pieronczyk, W.; Schönhammer, B.; Streng, K.; Bernal, I.; Korp, J. Chem. Ber. 1981, 114, 1137. (e) Nagel, U.; Kinzel, E.; Andrade, J.; Prescher, G. Chem. Ber. 1986, 3326. (f) Burk, M. J. J. Am. Chem. Soc. 1991, 113, 8518. (g) Togni, A.; Breutel, C.; Schnyder, A.; Spindler, F.; Landert, H.; Tijani, A. J. Am. Chem. Soc. 1994, 116, 4062. (h) Pye, P. J.; Rossen, K.; Reaner, R. A.; Tsou, N. N.; Volante, R. P.; Reider, P. J. J. Am. Chem. Soc. 1997, 119, 6207. (i) Almena Perea, J. J.; Börner, A.; Knockel, P. Tetrahedron Lett. 1998, 39, 8073. (j) Nettekoven, U.; Kamer, P. C. J.; van Leeuwen, P. W. N. M.; Widhalm, M.; Speck, A. L.; Lutz, M. J. Org. Chem. 1999, 64, 3996. (k) Carmichael, D.; Doucet, H.; Brown, J. M. Chem. Commun. 1999, 261. (l) Jiang, Q.; Xiao, D.; Zhang, Z.; Cao, Z.; Zhang, X. Angew. Chem., Int. Ed. 1999, 38, 516. (m) Marinetti, A.; Genêt, J.–P.; Jus, S.; Blanc, D.; Ratevelomanana-Vidal, V. Chem. Eur. J. 1999, 5, 1160. (n) Barens, U.; Burk, M. J.; Gerlach, A.; Hems, W. Angew. Chem., Int. Ed. 2000, 39, 1981.

3. For some recent successful applications, see: (a) Reetz, M.; Waldvogel, S. R. Angew. Chem., Int. Ed. Engl. 1997, 36, 865. (b) RajanBabu, T. V.; Ayers, T. A.; Halliday, G. A.; You, K. K.; Calabrese, J. C. J. Org. Chem. 1997, 62, 6012. (c) Yonehara, K.; Hashizume, T.; Mori, K.; Ohe, K.; Uemura, S. Chem. Commun. 1999, 415.

4. (a) Pàmies, O.; Net, G.; Ruiz, A.; Claver, C. J. Organomet. Chem. 1999, 586, 125. (b) Pàmies, O.; Diéguez, M.; Ruiz, A.; Claver, C. J. Chem. Soc., Dalton Trans. 1999, 3429. (c) Pàmies, O.; Net, G.; Ruiz, A.; Claver, C. Tetrahedron: Asymmetry 1999, 10, 2007. (d) Pàmies, O.; Net, G.; Ruiz, A.; Claver, C.; Woodward, S. Tetrahedron: Asymmetry 2000, 11, 871. (e) Pàmies, O.; Net, G.; Ruiz, A.; Claver, C. Eur. J. Inorg. Chem 2000, 6, 1287. (f) Pàmies, O.; Diéguez, M.; Net, G.; Ruiz, A.; Claver, C. Organometallics 2000, 19, 1488.

5. Pàmies, O.; Net, G.; Ruiz, A.; Claver, C. Eur. J. Inorg. Chem. 2000, 2011.

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