A facile regio- and stereocontrolled synthesis of (E)-disubstituted vinyl sulfones via transformation of alkenylzirconocenes with sulfonyl chlorides

Synlett

Volumn , Issue 3, 1999, Pages 317-318

  Duan, De Hui ^a   Huang, Xian ^a  

^a ZHEJIANG UNIVERSITY   (China)

Author keywords

Alkenylzirconocene; Hydrozirconation; Sulfonyl chloride; Vinyl sulfone; functionalized vinyl sulfone

Indexed keywords

SULFONE DERIVATIVE; VINYL DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; ORGANIC CHEMISTRY; STEREOCHEMISTRY; SYNTHESIS;

EID: 0033057372     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1999-2616     Document Type: Article

References (25)

1. Simpkins, N. S. Tetrahedron 1990, 46, 6951.
2. Fuchs, P. L.; Braish, T. F. Chem. Rev. 1986, 86 , 903.
3. Delucchi, O.; Pasquato, L. Tetrahedron 1988, 44, 6755.
4. Meagher, T. P.; Shechter, H. J. Org. Chem. 1998, 63, 4181.
5. Kim, S. H.; Jin, Z.; Ma, S.; Fuchs, P. L. Tetrahedron Lett. 1995, 36, 4013.
6. Fahre, J-L.; Julia, M.; Verpeaux, J-N. Tetrahedron Lett. 1982, 23, 2469.
7. Giovannini, R.; Marcantoni, E.; Petrini, M. Tetrahedron Lett. 1998, 39, 5827.
8. Aionso, I.; Carretero. J. C.; Garrido, J. L.; Magro, V.; Pedregal, C. J. Org. Chem. 1997, 62, 5682.
9. Giovannini, R.; Petrini, M. Chem. Commun. 1997, 1829.
10. Liu, L.K.; Chi, Y.; Jen, K. Y. J. Org. Chem., 1980, 45, 406.
11. Sas, W. J. Chem. Soc., Chem. Commun. 1984, 862.
12. Back, T. G.; Collins, S. J. Org. Chem. 1981, 46, 3249.
13. Happer, D. A. R.; Steenson, B.E. Synthesis 1980, 806.
14. Posner, G.H.; Brunelle, D. J. J. Org. Chem. 1972, 37, 3547.
15. Umstead-Daggett, J.; Brummond, K. M. Tetrahedron Lett. 1993, 34, 2867.
16. Culvenor, C. C. J.; Davies, W.; Savige, W. E. J. Chem. Soc. 1949, 2198.
17. Wipf, P.; Jahn, H. Tetrahedron 1996, 52, 12853.
18. Zablocka, M.; Lgau, A.; Cenac, N.; Donnadieu, B.; Dahan, F.; Majoral, J. P.; Pietrusiewicz, M. K. J. Am. Chem. Soc. 1995, 117, 8083.
19. Huang, X.; Zhu, L.-S. J. Chem. Soc., Perkin Trans. 1 1996, 767.
20. Dabdoub, M. J.; Begnini, M. L.; Cassol, T. M. ; Guerrero, P.G.; Silveira, C.C. Tetrahedron Lett. 1995, 36, 7623.
21. Zheng, B.; Srebnik, M. J. Org. Chem. 1995, 60, 1912.
22. Benati, L.; Capella, L.; Montevecchi, P. C; Spagnolo, P. J. Chem. Soc., Perkin Trans. 1 1995, 1035.
23. Trost, B. M.; Ghadiri, M. R. Bull. Soc. Chim. Fr. 1993, 130, 433.
24. Hirata, T.; Sasada, Y.; Ohtani, T.; Asada, T.; Kinoshita, H.; Senda, H.; Inomata, K. Bull. Chem. Soc. Jpn. 1992, 65, 75.
25. Mikolajczyk, M.; Grzejszczak, S.; Midura, W.; Zatorski, A. Synthesis 1975, 278.