Additions of benzylsulfonium ylides to aldehydes and ketones: Are they under kinetic or thermodynamic control?

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 5, 1997, Pages 593-599

  Aggarwal, Varinder K ^a   Calamai, Simone ^a   Ford, J Gair ^a  

^a UNIVERSITY OF SHEFFIELD   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33748721599     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/a606925h     Document Type: Article

References (26)

1. V. K. Aggarwal, M. Kalomiri and A. P. Thomas, Tetrahedron: Asymmetry, 1994, 5, 723.
2. V. K. Aggarwal, H. Abdel Rahman. R. V. H. Jones, H. Y. Lee and B. D. Reid, J. Am. Chem. Soc., 1994, 116, 5973.
3. V. K. Aggarwal, H. Abdel-Rahman, A. Thompson, B. Mattison and R. V. H. Jones, Phosphorous Sulfur, 1994, 95, 283.
4. V. K. Aggarwal, H. Abdel Rahman, R. V. H. Jones and M. C. H. Standen, Tetrahedron Lett., 1995, 36, 1731.
5. V. K. Aggarwal, A. Thompson, R. V. H. Jones and M. Standen, Tetrahedron: Asymmetry, 1995, 6, 2557.
6. V. K. Aggarwal, J. G. Ford, A. Thompson, R. V. H. Jones and M. C. H. Standen, J. Am. Chem. Soc., 1996, 118, 7004.
7. V. K. Aggarwal, H. Abdel-Rahman, L. Fan, R. V. H. Jones and M. C. H. Standen, Chem. Eur. J., 1996, 2, 212.
8. L. Breau, W. W. Ogilvie and T. Durst, Tetrahedron Lett., 1990, 31, 35.
9. L. Breau and T. Durst, Tetrahedron: Asymmetry, 1991, 2, 367.
10. T. Durst, L. Breau and R. N. Ben, Phosphorous Sulfur, 1993, 74, 215.
11. A. Solladié-Cavallo, A. Diep-Vohuule, V. Sunjic and V. Vinkovic, Tetrahedron: Asymmetry, 1996, 7, 1783.
12. B. M. Trost and R. F. Hammen, J. Am. Chem. Soc., 1973, 95, 962.
13. A. Li, L. Dai, X. Hou, Y. Huang and F. Li, J. Org. Chem., 1996, 61, 489.
14. N. Furukawa, Y. Sugihara and H. Fujihara, J. Org. Chem., 1989, 54, 4222.
15. A. W. Johnson, J. Am. Chem. Soc., 1964, 86, 918.
16. M. Yoshimine and M. J. Hatch, J. Am. Chem. Soc., 1967, 89, 5831.
17. T. Durst, R. Viau, R. Van Den Elzen and C. H. Nguyen, J. Chem. Soc., Chem. Commun., 1971, 1334.
18. D with different grades of solvent used (see ref. 11). It is obviously better to be cautious when making conclusions based on optical rotation.
19. Full details of our catalytic process for epoxidation using arsines will be reported shortly.
20. W. C. Still and V. J. Novack, J. Am. Chem. Soc., 1981, 103, 1283.
21. The results derived from solving simultaneous equations have greater errors associated with them, as the errors are additive.
22. F. Alcudia, J. L. Garcia Ruano, J. H. Rodriguez, F. Farina and F. Sanchez, J. Chem. Soc., Perkin Trans. 2, 1979, 564.
23. 7,25 and the ratios of the products determined by the integration of these peaks.
24. V. K. Aggarwal, A. Thompson and R. V. H. Jones, Tetrahedron Lett., 1994, 35, 8659.
25. M. Imuta and H. Ziffer, J. Org. Chem., 1979, 44, 2505.
26. J. G. Ford, unpublished results.