A new and one-pot synthesis of α,β-unsaturated ketones by dehydrogenation of various ketones with n-tert-butyl phenylsulfinimidoyl chloride

Chemistry Letters

Volumn , Issue 11, 2000, Pages 1250-1251

  Mukaiyama, Teruaki ^a   Matsuo, Jun Ichi ^a   Kitagawa, Hideo ^a  

^a TOKYO UNIVERSITY OF SCIENCE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0034344665     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2000.1250     Document Type: Article

References (19)

1. D. R. Buckle and I. L. Pinto, "Comprehensive Organic Synthesis," ed. by B. M. Trost, Pergamon Press, Oxford (1991), Vol. 7, p. 119.
2. a) E. W. Warnhoff, D. G. Martin, and W. S. Johnson, Org. Synth., IV, 162 (1963).
3. b) P. L. Stotter and K. A. Hill, J. Org. Chem., 38, 2576 (1973).
4. a) B. M. Trost and T. N. Salzmann, J. Am. Chem. Soc., 95, 6840 (1973).
5. b) B. M. Trost, T. N. Salzmann, and K. Hiroi, J. Am. Chem. Soc., 98, 4887 (1976).
6. a) H. J. Reich, I. L. Reich, and J. M. Renga, J. Am. Chem. Soc., 95, 5813 (1973).
7. b) K. B. Sharpless, R. F. Lauer, and A. Y. Teranishi, J. Am. Chem. Soc., 95, 6137 (1973).
8. c) H. J. Reich, J. M. Renga, and I. L. Reich, J. Am. Chem. Soc., 97, 5434 (1975).
9. d) D. L. J. Clive, J. Chem. Soc., Chem. Commun., 1973, 695.
10. a) Y. Ito, T. Hirao, and T. Saegusa, J. Org. Chem., 43, 1011 (1978).
11. b) J. Tsuji, I. Minami, and I. Shimizu, Tetrahedron Lett., 24, 5635 (1983).
12. c) J. Tsuji, K. Takahashi, I. Minami, and I. Shimizu, Tetrahedron Lett., 25, 4783 (1984).
13. a) D. H. R. Barton, D. J. Lester, and S. V. Ley, J. Chem. Soc., Perkin Trans. 1, 1980, 2209.
14. b) P. Walker and J. D. Hiebert, Chem. Rev., 67, 153 (1967).
15. T. Mukaiyama, J. Matsuo, and M. Yanagisawa, Chem. Lett., 2000, 1072.
16. G. Stork and P. F. Hudrlik, J. Am. Chem. Soc., 90, 4464 (1968).
17. It was reported that β-keto arylsulfoxides were formed by the reaction of ketones with NaH and methyl arylsulfinates in ethereal solvents, a) R. M. Coates and H. D. Pigott, Synthesis, 1975, 319.
18. b) H. J. Monteiro and J. P. De Souza, Tetrahedron Lett., 1975, 921.
19. K. Tsujihara, K. Harada, N. Furukawa, and S. Oae, Tetrahedron, 27, 6101 (1971).