Heterogeneous enantioselective carbon-carbon bond formation: Role of the inorganic support in the synthesis and activity of supported chiral auxiliaries

Topics in Catalysis

Volumn 13, Issue 3, 2000, Pages 339-345

  Abramson, Sébastien ^a   Bellocq, Nathalie ^a   Laspéras, Monique ^a  

^a INSTITUT CHARLES GERHARDT   (France)

Author keywords

Alkylation; Carbon carbon bond formation; Diethyl zinc; Heterogeneous enantioselective catalysis; Mesoporous templated silicates

Indexed keywords

EID: 0002912086     PISSN: 10225528     EISSN: None     Source Type: Journal    
DOI: 10.1023/A:1009049309255     Document Type: Article

References (31)

1. A. Baiker, Curr. Opin. Sol. Stat. Mater. Sci. 3 (1998) 86.
2. A. Baiker and H.U. Blaser, Handbook of Heterogeneous Catalysis, Vol. 5, eds. G. Ertl, H. Knözinger and J. Weitkamp (VCH, Weinheim, 1997) pp. 2422-2436.
3. S. Itsuno and J.M.J. Fréchet, J. Org. Chem. 52 (1987) 4140;
4. S. Itsuno, Y. Sakurai, K. Ito, T. Maruyama, S. Nakahama and J.M.J. Fréchet, J. Org. Chem. 55 (1990) 304.
5. K. Soai, S. Niwa and M. Watanabe, J. Org. Chem. 53 (1988) 927;
6. M. Watanabe and K. Soai, J. Chem. Soc., Perkin Trans. I (1994) 837;
7. T. Shibata, T. Hayase, Y. Aiba, H. Tabira and K. Soai, Heterocycles 46 (1997) 235.
8. K. Soai and S. Niwa, Chem. Rev. 92 (1992) 833.
9. N. Bellocq, D. Brunel, M. Laspéras and P. Moreau, Stud. Surf. Sci. Catal. 108 (1997) 485;
10. M. Laspéras, N. Bellocq, D. Brunel and P. Moreau, Tetrahedron: Asymm. 9 (1998) 3053.
11. B. Pugin, J. Mol. Catal. A 107 (1996) 273.
12. J.M. Fraile, J.A. Mayoral, A.J. Royo, R.V. Salvador, B. Altava, S.V. Luis and M.I. Burguete, Tetrahedron: Asymm. 52 (1996) 9853.
13. L. Mercier and T.J. Pinnavaia, Adv. Mater. 9 (1997) 500.
14. C.T. Kresge, M.E. Leonowicz, W.J. Roth, J.C. Vartuli and J.S. Beck, Nature 359 (1992) 710;
15. J.S. Beck, J.C. Vartuli, W.J. Roth, M.E. Leonowicz, C.T. Kresge, K.D. Schmitt, C.T.-W. Chu, D.H. Olson, E.W. Sheppard, S.B. McCullen, J.B. Higgins and J.L. Schlenker, J. Am. Chem. Soc. 114 (1992) 10834.
16. F. Di Renzo, B. Chiche, F. Fajula, S. Viale and E. Garrone, Stud. Surf. Sci. Catal. 101 (1996) 851.
17. H. Koch, U. Böhmer, A. Klemt, W. Reschetilowski and M. Stöcker, J. Chem. Soc., Faraday Trans. 94 (1998) 817.
18. F. Di Renzo, H. Cambon and R. Dutartre, Micropor. Mater. 10 (1997) 283;
19. F. Di Renzo, F. Testa, J.D. Chen, H. Cambon, A. Galarneau, D. Plee and F. Fajula, Micropor. Mesopor. Mater. 28 (1999) 437.
20. H.U. Blaser and B. Pugin, in: Chiral Reactions in Heterogeneous Catalysis, eds. G. James and V. Dubois (Plenum, New York, 1995).
21. M. Yamakawa and R. Noyon, J. Am. Chem. Soc. 117 (1995) 6327, and references therein.
22. N. Bellocq, S. Abramson, M. Laspéras, D. Brunel and P. Moreau, Tetrahedron: Asymm. 10 (1999) 3229.
23. N. Bellocq, Thesis doctoral, Université de Montpellier II, Sciences et Techniques du Languedoc, 19 December 1997.
24. A. Galarneau, D. Desplantier, R. Dutartre and F. Di Renzo, Micropor. Mesopor. Mater. 27 (1999) 297.
25. M. Kitamura, H. Oka and R. Noyon, Tetrahedron 55 (1999) 3605;
26. M. Kitamura, S. Okada, S. Suga and R. Noyori, J. Am. Chem. Soc. 111 (1989) 4028.
27. A. Cauvel, D. Brunel, F. Di Renzo and B. Fubini, Langmuir 13 (1997) 2773.
28. Unpublished results.
29. A. Vidal and E. Papirer, Chemical Reactivity, in: The Surface Properties of Silicas, ed. A.P. Legrand (Wiley, 1998) p. 286, and references therein.
30. L. Nondek and V. Vyskocil, J. Chromatogr. 206 (1981) 581.
31. P. Sutra, F. Fajula, D. Brunel, P. Lentz, G. Daelen and J.B. Nagy, Colloids Surf. A 158 (1999) 21.