Asymmetric methoxyselenenylations with camphor-based selenium electrophiles

Abstract

References

1. (a) C. Paulmier, Selenium Reagents and Intermediates in Organic Synthesis, Pergamon, Oxford, 1986, ch. 7; (b) T. G. Back, in Organoselenium Chemistry, ed. D. Liotta, Wiley, New York, 1987, ch. 1.
2. G. H. Schmid and D. G. Garratt, in The Chemistry of Doublebonded Functional Groups. Supplement A, Part 2, ed. S. Patai, Wiley, New York, 1977, ch. 9.
3. (a) S. Tomoda and M. Iwaoka, Chem. Lett., 1988, 1895; (b) K. Fujita, K. Murata, M. Iwaoka and S. Tomoda, Tetrahedron Lett., 1995, 36, 5219; (c) S. Tomoda, K. Fujita and M. Iwaoka, J. Chem. Soc., Chem. Commun., 1990, 129; (d) K. Fujita, M. Iwaoka and S. Tomoda, Chem. Lett., 1994, 923; (e) K. Fujita, K. Murata, M. Iwaoka and S. Tomoda, Tetrahedron, 1997, 53, 2029; (f) S. Fukuzawa, Y. Kasugahara and S. Uemura, Tetrahedron Lett., 1994, 35, 9403; (g) S. Fukuzawa, K. Takahashi, H. Kato and H. Yamazaki, J. Org. Chem., 1997, 62, 7711; (h) R. Déziel, S. Goulet, L. Grenier, J. Bordeleau and J. Bernier, J. Org. Chem., 1993, 58, 3619; (i) R. Déziel, E. Malenfant, C. Thibault, S. Frechette and M. Gravel, Tetrahedron Lett., 1997, 38, 4753; (j) T. Wirth, G. Fragale and M. Spichty, J. Am. Chem. Soc., 1998, 120, 3376; (k) T. Wirth, Angew. Chem., Int. Ed. Engl., 1995, 34, 1726; (l) T. Wirth and G. Fragale, Chem. Eur. J., 1997, 3, 1894.
4. (a) T. G. Back, B. P. Dyck and M. Parvez, J. Chem. Soc., Chem. Commun., 1994, 515; (b) T. G. Back, B. P. Dyck and M. Parvez, J. Org. Chem., 1995, 60, 703; (c) B. P. Dyck, Ph.D. Thesis, University of Calgary, 1996.
5. T. G. Back and B. P. Dyck, Chem. Commun., 1996, 2567.
6. M. Tiecco, L. Testaferri, C. Santi, F. Marini, L. Bagnoli and A. Temperini, Tetrahedron Lett., 1998, 39, 2809.
7. These results were reported in part at the 80th annual conference of the Canadian Society for Chemistry, Windsor, Ontario, June, 1997 and are based on the M. Sc. Thesis of S. Nan, University of Calgary, 1998.
8. T. G. Back and B. P. Dyck, J. Am. Chem. Soc., 1997, 119, 2079.
9. D. L. J. Clive, G. J. Chittattu, V. Farina, W. A. Kiel, S. M. Menchen, C. G. Russell, A. Singh, C. K. Wong and N. J. Curtis, J. Am. Chem. Soc., 1980, 102, 4438.