Novel reductive olefination mediated by Ti(O-i-Pr)4 and Ph3P. One-pot synthesis of trifluoromethylated trans-allylic alcohols

Chemical Communications

Volumn , Issue 20, 1998, Pages 2195-2196

  Shen, Yanchang ^a   Zhang, Yuming ^a   Zhou, Yuefen ^a  

^a SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0002156735     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a806271d     Document Type: Article

References (27)

1. L. F. Tietze and U. Beifuss, Angew. Chem., Int. Ed. Engl., 1993, 32, 131;
2. L. F. Tietze, Chem. Rev., 1996, 96, 115.
3. Y. Shen, Acc. Chem. Res., 1998, 31, in press.
4. BST, Chemtech, 1990, May, 260.
5. W. F. Berkowitz and A. S. Amarasekara, Tetrahedron Lett., 1985, 26, 3663;
6. Y. Tamura, H. Annoura and H. Fujioka, Tetrahedron Lett., 1987, 28, 5681;
7. C. Singh, Tetrahedron Lett., 1990, 31, 6901;
8. J. Baduenga, L.Llavona, P. L. Bernad and J. M. Concellon, Tetrahedron Lett., 1993, 34, 3173 and refs. cited therein.
9. N. Ono, A. Kamimura and A. Kaji, Tetrahedron Lett., 1984, 25, 5319;
10. H. Jin, J. Uenishi, W. J. Christ and Y. Kishi, J. Am. Chem. Soc., 1986, 108, 5644;
11. K. Takai, M. Tagashira, T. Kuroda, K. Oshima, K. Utimoto and H. Nozaki, J. Am. Chem. Soc., 1986, 108, 6048;
12. M. Srebnik, Tetrahedron Lett., 1991, 32, 2449;
13. J. C. Fuller, E. L. Stangeland, C. T. Goralski and B. Singaram, Tetrahedron Lett., 1993, 34, 257;
14. V. A. Khripach, V. N. Zhabinskii and E. V. Zhemosek, Tetrahedron Lett., 1995, 36, 607.
15. E. Oblinger and J. Montgomery, J. Am. Chem. Soc., 1997, 119, 9065.
16. (a) N. Ishikawa, M. G. Koh, T. Kitazume and S. K. Choi, J. Fluorine Chem., 1984, 24, 419:
17. (b) Y. Shen and T. Wang, Tetrahedron Lett., 1989, 30, 7203;
18. (c) T. Kitazume, J. T. Lin and T. Yamazaki, J. Fluorine Chem., 1989, 43, 177;
19. (d) T. Kubota and M. Yamamoto, Tetrahedron Lett., 1992, 33, 2603;
20. (e) K. Funabiki, Y. Fukushima, T. Inagaki, E. Murata, M. Matsui and K. Shibata, Tetrahedron Lett., 1998, 39, 1913;
21. (f) M. J. Broadhurst, J. M. Percy and M. E. Prime, Tetrahedron Lett., 1997, 38, 5903;
22. (g) F. Tellier, M. Baudry and R. Sauvetre, Tetrahedron Lett., 1997, 38, 5989;
23. (h) M. Omote, A. Ando, T. Takagi, M. Koyama and I. Kumadaki, Heterocycles, 1997, 44, 89.
24. J. March, Advanced Organic Chemistry, 4th edn., John Wiley & Sons, New York, 1992, p. 917.
25. R. K. Mackie, in Organophosphorus Reagents in Organic Synthesis, ed. J. I. G. Cadogen, Academic Press, London, 1979, p.542.
26. Y. Shen and B. Yang, J. Organomet. Chem., 1989, 375, 45.
27. 3J(H,F) 5.4].