Scope and limitations of one-pot multistep reactions with heterogeneous catalysts: The case of alkene epoxidation coupled to epoxide ring-opening

Catalysis Today

Volumn 173, Issue 1, 2011, Pages 15-20

  Fraile, José M ^a   García, Nuria ^a   Herrerías, Clara I ^a   Mayoral, José A ^a  

^a CSIC UZA Instituto de Sintesis Quimica y Catalisis Homogenea ISQCH   (Spain)

Author keywords

Epoxidation; Epoxide ring opening; Heterogeneous catalysis; Multistep reactions; One pot reactions

Indexed keywords

ALKENE EPOXIDATION; AZIDOHYDRIN; BASIC CATALYSTS; ELECTRON-DEFICIENT; EPOXIDE RING OPENING; HETEROGENEOUS CATALYST; MULTI-STEP; MULTISTEP PROCESS; MULTISTEP REACTIONS; ONE POT; ONE-POT REACTION; RING OPENING; YTTERBIUM CHLORIDE;

CATALYSIS; CHLORINE COMPOUNDS; OLEFINS; SILICA; YTTERBIUM;

CATALYSTS;

EID: 80052273422     PISSN: 09205861     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cattod.2011.03.067     Document Type: Conference Paper

References (28)

1. B.J. Cohen, M.A. Kraus, and A. Patchornik J. Am. Chem. Soc. 103 1981 7620 7629
2. F. Gelman, J. Blum, and D. Avnir J. Am. Chem. Soc. 122 2000 11999 12000
3. K. Motokura, N. Fujita, K. Mori, T. Mizugaki, K. Ebitani, and K. Kaneda J. Am. Chem. Soc. 127 2005 9674 9675
4. N.T.S. Phan, C.S. Gill, J.V. Nguyen, Z.J. Zhang, and C.W. Jones Angew. Chem. Int. Ed. 45 2006 2209 2212
5. K.K. Akagawa, S. Sakamoto, and K. Kudo Tetrahedron Lett. 48 2007 985 987
6. A.W. Pilling, J. Boehmer, and D.J. Dixon Angew. Chem. Int. Ed. 46 2007 5428 5430
7. R. Abu-Reziq, D. Wang, M. Post, and H. Alper Chem. Mater. 20 2008 2544 2550
8. M.J. Climent, A. Corma, S. Iborra, M. Mifsud, and A. Velty Green Chem. 12 2010 99 107
9. J.M. Fraile, R. Mallada, J.A. Mayoral, M. Menéndez, and L. Roldán Chem. Eur. J. 16 2010 3296 3299
10. R.A. Sheldon, and M.C.A. van Vliet Oxidation R.A. Sheldon, H. van Bekkum, Fine Chemicals through Heterogeneous Catalysis 2001 Wiley-VCH Weinheim 473 490
11. R.A. Sheldon, and J.A. Van Doorn J. Catal. 31 1973 427 437
12. J.M. Fraile, J.I. García, J.A. Mayoral, L.C. de Mnorval, and F. Rachdi J. Chem Soc., Chem. Commun. 1995 539 540
13. C. Cativiela, J.M. Fraile, J.I. García, and J.A. Mayoral J. Mol. Catal. A 112 1996 259 267
14. J.M. Fraile, J.I. García, J.A. Mayoral, and F. Figueras Tetrahedron Lett. 37 1996 5995 5996
15. K. Arai, M.M. Salter, Y. Yamashira, and S. Kobayashi Angew. Chem. Int. Ed. 46 2007 955 957
16. E. Tokuoka, S. Kotani, H. Matsunaga, T. Ishizuka, S. Hashimoto, and M. Kakaijama Tetrahedron: Asymmetry 16 2005 2391 2392
17. Y.J. Chen, and C. Chen Tetrahedron: Asymmetry 18 2007 1313 1319
18. S. Matsunaga, J. Das, J. Roels, E.M. Vogl, M. Yamamoto, I. Iada, K. Yamaguchi, and M. Shibasaki J. Am. Chem. Soc. 122 2000 2252 2260
19. E.J. Corey, R.K. Bakshi, S. Shibata, C.P. Chen, and V.K. Singh J. Am. Chem. Soc. 109 1987 925 926
20. L.E. Martinez, J.L. Leighton, D.H. Carsten, and E.N. Jacobsen J. Am. Chem. Soc. 117 1995 5897 5898
21. B.M.L. Dioos, and P.A. Jacobs Appl. Catal. A 281 2005 181 188
22. B.M.L. Dioos, W.A. Geurts, and P.A. Jacobs Catal. Lett. 97 2004 125 129
23. A.E. Vougiokas, and H.B. Kagan Tetrahedron Lett. 28 1987 5513 5516
24. M.B. Cole, K.D. Shimizu, C.A. Krueger, J.P.A. Harrity, M.L. Snapper, and A.H. Hoveyda Angew. Chem. Int. Ed. 35 1996 1668 1671
25. K.D. Shimizu, M.B. Cole, C.A. Krueger, K.W. Kuntz, M.L. Snapper, and A.H. Hoveyda Angew. Chem. Int. Ed. 36 1997 1704 1707
26. N. Oguni, Y. Miyagi, and K. Ito Tetrahedron Lett. 39 1998 9023 9026
27. S.E. Schaus, and E.N. Jacobsen Org. Lett. 2 2000 1001 1004
28. J.M. Fraile, J.I. García, J.A. Mayoral, and E. Vispe J. Catal. 189 2000 40 51