Wittig reactions in the presence of silica gel

Tetrahedron Letters

Volumn 37, Issue 8, 1996, Pages 1281-1284

  Patil, Vijay J ^a,b   Mävers, Ursula ^a  

^a UNIVERSITY OF LAUSANNE   (Switzerland)

^b INDIAN INSTITUTE OF CHEMICAL TECHNOLOGY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

ACRYLIC ACID DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY; TECHNIQUE;

EID: 0342748354     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(95)02374-7     Document Type: Article

References (24)

1. a. Maerckar, A. Organic reactions, 1965, 14, 270.
2. b. Schlosser, M. Topics Stereochem. 1970, 5, 1.
3. c. Maryanoff, B. E. ; Reitz, A. B. Chem. Rev. 1989, 89, 863.
4. d. Wittig, G. ; Haag, W. Chem. Ber. 1955, 88, 1654.
5. e. Kucherov, V. F. ; Kovalev, B. G. ; Nazarova, I. I. ; Yanovaskaya, L. A. Izv. Akad. Nauk. S.S.S.R, Otdel. Khim. Nauk. 1960, 1512. Chem. Abstr. 1961, 55, 1420b.
6. e. Kucherov, V. F. ; Kovalev, B. G. ; Nazarova, I. I. ; Yanovaskaya, L. A. Izv. Akad. Nauk. S.S.S.R, Otdel. Khim. Nauk. 1960, 1512. Chem. Abstr. 1961, 55, 1420b.
7. f. Patil, V. J. ; Schlosser, M. Synlett. 1993, 125.
8. a. Rüchardt, C. ; Eichler, S. ; Panse, P. Angew. Chem. 1963, 75, 858.
9. b. Rüchardt, C. ; Eichler, S. ; Panse, P. Angew. Chem. Int. Ed. Eng. 1963, 2, 619.
10. c. Rüchardt, C. ; Panse, P. ; Eichler, S. Chem. Ber. 1967, 100, 1144.
11. d. Fliszar, S. ; Hudson, R., F. ; Salvadori, G. Helv. Chem. Acta. 1964, 47, 159.
12. e. Bose, A. K. ; Manhas, M. S. ; Ramer, R. M. J. Chem. Soc. (C) 1969, 2728.
13. f. Nonnenmacher, A. ; Mayer, R. ; Plieninger, H. Liebigs Ann. Chem. 1983, 2135.
14. Xu, C. ; Chen, G.; Fu, C.; Huang, X. Synth. Comm. 1995, 25, 2229.
15. Kropp, P. J. ; Breton, G. W. ; Craig, S. L. ; Crawford, S. D. ; Durland, Jr., W. F. ; Jones, III, J. E. ; Raleigh, J. S. J. Org. Chem. 1995, 60, 4146; and references cited therein.
16. Bestmann, H. J. ; Dörnauer, H. ; Rostick, K. Chem. Ber. 1970, 103, 685.
17. McGreer, D. E. ; Chiu, N. W. K. Can. J. Chem. 1968, 46, 2225.
18. Wilson, J. W. ; Stubblefield, V. S. J. Am. Chem. Soc. 1968, 90, 3423.
19. Still, W. C. ; Gennari, C. Tetrahedron Lett. 1983, 24, 4405.
20. Metzger, J. O. ; Henke, K.; Hartmanns, J. ; Eisermann, D. Chem. Ber. 1986, 119, 508.
21. Harding, K. E. ; Clement, B. A. ; Moreno, L. ; Peter-Katalinic, J. J. Org. Chem. 1981, 46, 940.
22. Büchi, G. ; Powell, J. E. J. Am. Chem. Soc. 1970, 92, 3126.
23. 3) : cis isomer: 5.7 (1H, m), 3.69 (3H, s), 2.6 (2H, m), 1.91 (3H, d, J 1.3), 1.4 (6H, m), 0.91 (3H, t, J 7.2). trans isomer: 5.66 (1H, ddq, J 2.5, 1.2, 1.0), 3.69 (3H, s), 2.16 (3H, d, J 1.2), 2.10 (2H, ddd, J 7.2, 2.5, 1.0), 1.47 (2H, pent., J 7.2), 1.3 (4H, m), 0.90 (3H, t, J 7.2).
24. Abley, P. ; McQuillin, F. J. J. Chem. Soc. (C) 1971, 844.