The modulation of face-face π-π Interactions in Lewis acid catalysis

Tetrahedron Letters

Volumn 46, Issue 10, 2005, Pages 1627-1629

  Harris, Lisa D ^a   Jenkins, Robert L ^a   Tomkinson, Nicholas C O ^a  

^a CARDIFF UNIVERSITY   (United Kingdom)

Author keywords

Diels Alder reaction; Lewis acids; interactions

Indexed keywords

CYCLOPENTADIENE DERIVATIVE; LEWIS ACID; LIGAND; STILBENE;

ARTICLE; CATALYSIS; CATALYST; DENSITY; DIELS ALDER REACTION; ELECTRON; ENANTIOMER;

EID: 13844276779     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.01.086     Document Type: Article

References (23)

1. M. Sainsbury Asymmetric Catalysis, Rodd's Chemistry of Carbon Compounds Vol. 5 2001 Elsevier Amsterdam
2. I. Ojima Catalytic Asymmetric Synthesis 2nd ed. 2000 Wiley-VCH New York
3. E.N. Jacobsen A. Pfaltz H. Yamamoto Comprehensive Asymmetric Catalysis Vols. I-III 1999 Springer Heidelberg
4. J.R. Williams Catalysis in Asymmetric Synthesis 1999 Academic Sheffield
5. For some recent examples see: D.H. Ryu, T.W. Lee, and E.J. Corey J. Am. Chem. Soc. 124 2002 9992
6. Y. Huang, T. Iwama, and V.H. Rawal J. Am. Chem. Soc. 124 2002 5950
7. F. Viton, G. Bernardinelli, and E.P. Kundig J. Am. Chem. Soc. 124 2002 4968
8. E.J. Corey, T. Shibata, and T.W. Lee J. Am. Chem. Soc. 124 2002 3808
9. R.T. Ruck, and E.N. Jacobsen J. Am. Chem. Soc. 124 2002 2882
10. G.B. Jones Tetrahedron 57 2001 7999
11. G.B. Jones, and B.J. Chapman Synlett 1995 475
12. For some examples of invoked face-face π-π interactions in catalytic asymmetric synthesis see: K. Ishihara, Q. Gao, and H. Yamamoto J. Am. Chem. Soc. 115 1993 10412
13. E.J. Corey, T.-P. Loh, T.D. Roper, M.D. Azimioara, and M.C. Noe J. Am. Chem. Soc. 114 1992 8290
14. L.D. Harris, J.A. Platts, and N.C.O. Tomkinson Org. Biomol. Chem. 1 2003 457
15. M.P. Coogan, R. Haigh, A. Hall, L.D. Harris, D.E. Hibbs, R.L. Jenkins, C.L. Jones, and N.C.O. Tomkinson Tetrahedron 59 2003 7389
16. G.B. Jones, and M. Guzel Tetrahedron: Asymmetry 9 1998 2023
17. G. Dyker, and A. Kellner Eur. J. Org. Chem. 1 1998 149
18. S. Sengupta, S.K. Sadhukhan, R.S. Singh, and N. Pal Tetrahedron Lett. 43 2002 1117
19. J. Eames, H.J. Mitchell, A. Nelson, P. O'Brien, S. Warren, and P. Wyatt J. Chem. Soc., Perkin Trans. 1 1999 1095
20. 13C NMR, IR, MS and HRMS
21. F. Rebiere, O. Riant, and H.B. Kagan Tetrahedron: Asymmetry 1 1990 199
22. L.D. Harris, A. Hall, R.L. Jenkins, C.L. Jones, and N.C.O. Tomkinson Tetrahedron Lett. 44 2003 111
23. E.J. Corey, and T.-P. Loh J. Am. Chem. Soc. 113 1991 8966