Simple and Selective Method for RCHO→ (E)-RCH=CHX Conversion by Means of a CHX3-CrCl2System

Journal of the American Chemical Society

Volumn 108, Issue 23, 1986, Pages 7408-7410

  Takai, Kazuhiko ^a   Nitta, Kenji ^a   Utimoto, Kiitiro ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33845373603     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00283a046     Document Type: Article

References (27)

1. Zweifel, G.; Whitney, C. C. J. Am. Chem. Soc. 1967, 89, 2753.
2. Brown, H. C.; Hamaoka, T.; Ravindran, N. J. Am. Chem. Soc. 1973, 95, 5786.
3. Normant, J. F.; Chuit, C.; Cahiez, G.; Villieras, J. Synthesis 1974, 803.
4. Hart, D. W.; Blackburn, T. F.; Schwartz, J. J. Am. Chem. Soc. 1975, 97, 679.
5. Tamao, K.; Yoshida, J.; Takahashi, M.; Yamamoto, H.; Kakui, T.; Matsumoto, H.; Kurita, A.; Kumada, M. J. Am. Chem. Soc. 1978, 100, 290.
6. Williams, D. R.; Nishitani, K.; Bennett, W.; Sit, S. Y. Tetrahedron Lett. 1981, 22, 3745.
7. Seyferth, D.; Heeren, J. K.; Grim, S. O. J. Org. Chem. 1961, 26, 4783.
8. Koebrich, G. Angew. Chem. 1962, 74, 33.
9. Koebrich, G.; Trapp, H.;; Flory, K.; Drischel, W. Chem. Ber. 1966, 99, 689.
10. Miyano, S.; Izumi, Y.; Hashimoto, H. J. Chem. Soc., Chem. Commun. 1978, 446.
11. Smithers, R. H. J. Org. Chem. 1978, 43, 2833.
12. Matsumoto, M.; Kuroda, K. Tetrahedron Lett. 1980, 21, 4021.
13. Hiyama, T.; Okude, Y.; Kimura, K.; Nozaki, H. Bull. Chem. Soc. Jpn. 1982, 55, 561.
14. Takai, K.; Kuroda, T.; Nakatsukasa, S.; Oshima, K.; Nozaki, H. Tetrahedron Lett. 1985, 26, 5585.
15. Castro. C. E.; Kray, W. C., Jr. J. Am. Chem. Soc. 1966, 88, 4447.
16. Okazoe, T.; Hibino, J.; Takai, K.; Nozaki, H. J. Am. Chem. Soc. 1985, 26, 5579, 5581
17. Dodd, D.; Johnson, M. D. J. Chem. Soc. A 1968, 34.
18. Taguchi, H.; Yamamoto, H.; Nozaki, H. Bull. Chem. Soc. Jpn. 1977, 50, 1588.
19. Knochel, P.; Normant, J. F. Tetrahedron Lett. 1986, 27, 1039.
20. Kochi, J. K. Organometallic Mechanisms and Catalysis; Academic Press: New York, 1978; pp 258–260.
21. Singleton, D. M.; Kochi, J. K. J. Am. Chem. Soc. 1967, 89, 6547
22. Anet, F. A. L.; Isabelle, E. Can. J. Chem. 1958, 36, 589.
23. Johnson, C. R.; Kirchhoff, R. A. J. Am. Chem. Soc. 1979, 101, 3602.
24. Wolf, R.; Steckhan, E. J. Chem. Soc., Perkin Trans. 1 1986, 733.
25. Takai, K.; Kimura, K.; Kuroda, T.; Hiyama, T.; Nozaki, H. Tetrahedron Lett. 1983, 24, 5281.
26. Takai, K.; Tagashira, M.; Kuroda, T.; Oshima, K.; Utimoto, K.; Nozaki, H. J. Am. Chem. Soc. 1986, 108, 6048.
27. Jin, H.; Uenishi, J.; Christ, W. J.; Kishi, Y. J. Am. Chem. Soc. 1986, 108, 5644.