Long range activation of a sulfonyl dienophile via its oxosulfoxonium ion

Chemical Communications

Volumn , Issue 6, 1996, Pages 709-710

  Zanon, Jacopo ^a   Lucchini, Vittorio ^a   Pasquato, Lucia ^b   De Lucchi, Ottorino ^a  

^a CA' FOSCARI UNIVERSITY OF VENICE   (Italy)

^b CNR   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 1542425068     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/cc9960000709     Document Type: Article

References (21)

1. (a) P. D. Magnus, Tetrahedron, 1977, 33, 2019;
2. (b) O. De Lucchi and L. Pasquato, Tetrahedron, 1988, 44, 6755;
3. K. Tanaka and A. Kaji, The Chemistry of Sulphones and Sulphoxides, ed. S. Patai, Z. Rappoport and C. J. M. Stirling, Wiley, Chichester, 1988, ch. 15, pp. 791-799;
4. A. Padwa and S. S. Murphree, Rev. Heteroatom. Chem., 1992, 6, 241;
5. (e) N. S. Simpkins, Sulphones in Organic Synthesis, Pergamon, Oxford, 1993.
6. A. Bagno and G. Scorrano, J. Am. Chem. Soc., 1988, 110, 4577.
7. G. R. Chalkley, D. J. Snodin, G. Stevens and M. C. Whiting, J. Chem. Soc., Perkin Trans 1., 1978, 1580; M. Shimagaki, H. Tsuchiya, Y. Ban and T. Oishi, Tetrahedron Lett., 1978, 3435; I. W. J. Still and F. J. Ablenas, J. Org. Chem., 1983, 48, 1617; K. Okuma, K. Nakanishi and H. Ohta, J. Org. Chem., 1984, 49, 1402.
8. G. R. Chalkley, D. J. Snodin, G. Stevens and M. C. Whiting, J. Chem. Soc., Perkin Trans 1., 1978, 1580; M. Shimagaki, H. Tsuchiya, Y. Ban and T. Oishi, Tetrahedron Lett., 1978, 3435; I. W. J. Still and F. J. Ablenas, J. Org. Chem., 1983, 48, 1617; K. Okuma, K. Nakanishi and H. Ohta, J. Org. Chem., 1984, 49, 1402.
9. G. R. Chalkley, D. J. Snodin, G. Stevens and M. C. Whiting, J. Chem. Soc., Perkin Trans 1., 1978, 1580; M. Shimagaki, H. Tsuchiya, Y. Ban and T. Oishi, Tetrahedron Lett., 1978, 3435; I. W. J. Still and F. J. Ablenas, J. Org. Chem., 1983, 48, 1617; K. Okuma, K. Nakanishi and H. Ohta, J. Org. Chem., 1984, 49, 1402.
10. G. R. Chalkley, D. J. Snodin, G. Stevens and M. C. Whiting, J. Chem. Soc., Perkin Trans 1., 1978, 1580; M. Shimagaki, H. Tsuchiya, Y. Ban and T. Oishi, Tetrahedron Lett., 1978, 3435; I. W. J. Still and F. J. Ablenas, J. Org. Chem., 1983, 48, 1617; K. Okuma, K. Nakanishi and H. Ohta, J. Org. Chem., 1984, 49, 1402.
11. M. M. Abdel-Malik, P. A. Woodworth Dean and J. F. King, Can. J. Chem., 1984, 62, 69.
12. J. I. G. Cadogan, D. K. Cameron, I. Gosney, R. M. Highcock and S. F. Newlands, J. Chem. Soc., Chem. Commun., 1985, 1751; J. I. G. Cadogan, D. K. Cameron, I. Gosney, R. M. Highcock and S. F. Newlands, J. Chem. Soc., Chem. Commun., 1986, 766.
13. J. I. G. Cadogan, D. K. Cameron, I. Gosney, R. M. Highcock and S. F. Newlands, J. Chem. Soc., Chem. Commun., 1985, 1751; J. I. G. Cadogan, D. K. Cameron, I. Gosney, R. M. Highcock and S. F. Newlands, J. Chem. Soc., Chem. Commun., 1986, 766.
14. S. Braverman and Y. Duar, J. Am. Chem. Soc., 1983, 105, 1061; J. C. Carretero, J. L. Garcia Ruano, M. C. Martinez and J. H. Rodriguez, Tetrahedron, 1987, 43, 4417; R. S. Glass, M. Sabahi and W. P. Singh, J. Org. Chem., 1992, 57, 2683; P. C. Van Dort and P. L. Fuchs, J. Am. Chem. Soc., 1994, 116, 5657.
15. S. Braverman and Y. Duar, J. Am. Chem. Soc., 1983, 105, 1061; J. C. Carretero, J. L. Garcia Ruano, M. C. Martinez and J. H. Rodriguez, Tetrahedron, 1987, 43, 4417; R. S. Glass, M. Sabahi and W. P. Singh, J. Org. Chem., 1992, 57, 2683; P. C. Van Dort and P. L. Fuchs, J. Am. Chem. Soc., 1994, 116, 5657.
16. S. Braverman and Y. Duar, J. Am. Chem. Soc., 1983, 105, 1061; J. C. Carretero, J. L. Garcia Ruano, M. C. Martinez and J. H. Rodriguez, Tetrahedron, 1987, 43, 4417; R. S. Glass, M. Sabahi and W. P. Singh, J. Org. Chem., 1992, 57, 2683; P. C. Van Dort and P. L. Fuchs, J. Am. Chem. Soc., 1994, 116, 5657.
17. S. Braverman and Y. Duar, J. Am. Chem. Soc., 1983, 105, 1061; J. C. Carretero, J. L. Garcia Ruano, M. C. Martinez and J. H. Rodriguez, Tetrahedron, 1987, 43, 4417; R. S. Glass, M. Sabahi and W. P. Singh, J. Org. Chem., 1992, 57, 2683; P. C. Van Dort and P. L. Fuchs, J. Am. Chem. Soc., 1994, 116, 5657.
18. S. Cossu, O. De Lucchi, F. Dilillo, K. Peters, E.-M. Peters and H. G. von Schnering, Gazz. Chim. Ital., 1991, 121, 533; S. Cossu, O. De Lucchi and F. Dilillo, Gazz. Chim. Ital., 1989, 119, 519; V. Lucchini, G. Modena and L. Pasquato, J. Chem. Soc., Chem. Commun., 1992, 293.
19. S. Cossu, O. De Lucchi, F. Dilillo, K. Peters, E.-M. Peters and H. G. von Schnering, Gazz. Chim. Ital., 1991, 121, 533; S. Cossu, O. De Lucchi and F. Dilillo, Gazz. Chim. Ital., 1989, 119, 519; V. Lucchini, G. Modena and L. Pasquato, J. Chem. Soc., Chem. Commun., 1992, 293.
20. S. Cossu, O. De Lucchi, F. Dilillo, K. Peters, E.-M. Peters and H. G. von Schnering, Gazz. Chim. Ital., 1991, 121, 533; S. Cossu, O. De Lucchi and F. Dilillo, Gazz. Chim. Ital., 1989, 119, 519; V. Lucchini, G. Modena and L. Pasquato, J. Chem. Soc., Chem. Commun., 1992, 293.
21. J. E. Baldwin, J. Chem. Soc., Chem. Commun., 1976, 734.