Coupling reaction of alkenylzirconocenes with aryl or alkenyl iodides in the presence of CuCl/Pd(PPh3)4

Tetrahedron Letters

Volumn 38, Issue 3, 1997, Pages 447-450

  Hara, Ryuichiro ^a   Nishihara, Yasushi ^a   Landré, Philippe D ^a   Takahashi, Tamotsu ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE;

ARTICLE; CATALYSIS; DRUG SYNTHESIS; REACTION ANALYSIS;

IODES;

EID: 0031032977     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)02322-2     Document Type: Article

References (21)

1. 2 carbon centers. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I. Eds.; Pergamon Press: Oxford 1991, vol. 3., pp. 481-520.
2. (a) Okukado, N.; Van Horn, D. E; Klima, W. L.; Negishi, E., Tetrahedron Lett. 1978, 12, 1027-1030;
3. (b) Vincent, P.; Beaucourt, J.-P.; Pichat, L., Tetrahedron Lett. 1982, 23, 63-66;
4. Negishi, E.; Takahashi, T.; Baba, S.; Van Horn, D. E.; Okukado, N., J. Am. Chem. Soc. 1987, 109, 2393-2401;
5. Crombie, L. A.; Horsham, M. A.; Blade, R. J., Tetrahedron Lett. 1987, 28, 4879-4882.
6. Schwartz, J.; Labinger, J. A., Angew. Chem. Int. Ed. Engl. 1976, 15, 333-340; and references cited therein.
7. Takahashi, T.; Kotora, M.; Nishihara, Y.; Nakajima, K., J. Am. Chem. Soc. 1995, 117, 11039-11040.
8. Negishi, E.; Okukado, N.; King, A. O., Van Horn, D. E.; Spiegel, B. I., J. Am. Chem. Soc. 1978, 100, 2254-2256.
9. Takahashi, T.; Aoyagi, K.; Hara, R.; Suzuki, N., J. Chem. Soc., Chem. Commun. 1993, 1042-1044.
10. (a) Takahashi, T.; Suzuki, N.; Kageyama, M.; Kondakov, D. Y.; Hara, R., Tetrahedron Lett. 1993, 34, 4811-4814;
11. (b) Suzuki, N.; Kondakov, D. Y.; Kageyama, M.; Kotora, M.; Hara, R.; Takahashi, T., Tetrahedron 1995, 51, 4519-4540.
12. Takahashi ,T.; Kondakov, D. Y.; Xi, Z.; Suzuki, N., J. Am. Chem. Soc. 1995, 117, 5871-5872.
13. Takahashi, T.; Kondakov, D. Y.; Suzuki, N., Tetrahedron Lett. 1993, 34, 6571-6574.
14. For example, see Takahashi, T., Kotora M.; Kasai, K.; Suzuki, N., Tetrahedron Lett. 1994, 35, 5685-5688.
15. For the coupling reactions using alkenylcopper, see Regan, A. C. One or More C=C Bond(s) Formed by Addition. In Comprehensive Organic Functional Group Transformations, Katritzky, A. R.; Meth-Cohn, O.; Rees, C. W. Eds.; Pergamon Press: Oxford 1995, vol. 1, pp. 539-542.
16. (a) Takahashi, T.; Kageyama, M.; Denisov, V.; Hara, R.; Negishi, E., Tetrahedron Lett., 1993, 34, 687-690.
17. (b) Xi, Z.; Hara, R.; Takahashi, T., J. Org. Chem., 1995, 60, 4444-4448.
18. 24, 228.1877, found 228.1870.
19. (a) Zweifel, G.; Miller, R. L, J. Am. Chem. Soc. 1970, 92, 6678-6679;
20. (b) Yoshifuji, M.; Loots, M. J.; Schwartz, J., Tetrahedron Lett. 1977, 18, 1303-1306;
21. (c) Ref. 8.