Stereospecific preparation of ethyl (E) and (Z)-3-aryl-3-phenylpropenoates by Heck reaction

Tetrahedron Letters

Volumn 37, Issue 41, 1996, Pages 7449-7452

  Moreno Mañas, Marcial ^a   Pérez, Montserrat ^a   Pleixats, Roser ^a  

^a UNIVERSITAT AUTÒNOMA DE BARCELONA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

PHENYLPROPIONIC ACID DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0030573986     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/0040-4039(96)01608-5     Document Type: Article

References (25)

1. 1. a) Heck, R.F. Acc. Chem. Res. 1979, 12, 146.
2. b) Heck, R.F. Org. React. (N.Y.), 1982, 27, 345
3. c) Heck, R.F. Palladium Reagents in Organic Synthesis, Academic Press: London, 1985.
4. 2. For recent reviews on the Heck reaction, see: a) de Meijere, A.; Meyer, F.E. Angew. Chem. Int. Ed. Engl. 1994, 33, 2379.
5. b) Cabri, W.; Candiani, I. Acc. Chem. Res. 1995, 28, 2.
6. 3. a) Almansa, C.; Carceller, E.; González, C.S.; Torres, M.C.; Bartroli, J. (J. Uriach and Cia, S.A.), Eur. Pat. EP 669,333, 1995. Chem. Abst. 1995, 123, 340129u.
7. b) Almansa, C.; Gómez, L.A.; Cavalcanti, F.L.; de Arriba, A.F.; Rodríguez, R.; Carceller, E.; García-Rafanell, J.; Forn, J. J. Med. Chem. 1996, 39, 2197.
8. 4. a) Nakamura, N.; Ohkawa, N.; Oshima, T.; Miyamoto, M.; Tijima, Y. (Sankyo Co., Ltd.), Eur. Pat. EP 395,446, 1990. Chem. Abst. 1991, 114, 207286r.
9. b) Nakamura, N.; Ookawa, N.; Ooshima, T.; Myamoto, M.; Iijima, Y. (Sankyo Co), Jpn. Kokai Tokkyo Koho JP 05 97,819, 1993. Chem. Abst. 1994, 720, 54554y.
10. c) Himmelsbach, F.; Austel, V.; Linz, G.; Pieper, H.; Guth, B.; Mueller, T.; Weisenberger, J. (Thomae, Dr. Karl, G.m.b.H.), Eur Pat. EP 587,134, 1994. Chem. Abst. 1995, 122, 81372k.
11. d) Himmelsbach, F.; Pieper, H.; Austel, V.; Linz, G.; Guth, B.; Mueller, T.; Weisenberger, J. (Dr. Karl Thomae GmbH), Eur. Pat. EP 612,741, 1994. Chem. Abst. 1995, 122, 314547p.
12. 5. Kadin, S.B. (Pfizer Inc.), U.S. Pat. US 4,342,781, 1982. Chem. Abst. 1982, 97, 215790w.
13. 6. Sugihara, T.; Takebayashi, M.; Kaneko, C. Tetrahedron Lett. 1995, 36, 5547.
14. 7. Hiroshige, M.; Hauske, J.R.; Zhou, P. Tetrahedron Lett. 1995, 36, 4567.
15. 8. Kamigata, N.; Satoh, A.; Yoshida, M. Phosphorus, Sulfur, and Silicon 1989, 46, 121.
16. 9. Arcadi, A.; Cacchi, S.; Fabrizi, G.; Marinelli, F.; Pace, P. Tetrahedron 1996, 52, 6983.
17. 10. Paquette, L.A.; Liang, S. Acta Chem. Scand. 1992, 46, 597.
18. 11. Harnisch, W.; Morera, E.; Ortar, G. J. Org. Chem. 1985, 50, 1990.
19. 12. Blank, B; Zuccarello, W.A.; Cohen, S.R.; Frishmuth, G.J.; Scaricaciottoli, D. J. Med. Chem. 1969, 12, 271.
20. 13. Takahashi, H.; Fujiwara, K.; Ohta, M. Bull. Chem. Soc. Jpn 1962, 35, 1498.
21. 14. a) Jeffery, T. J. Chem. Soc., Chem. Commun. 1984, 1287.
22. b) Jeffery, T. Tetrahedron Lett. 1985, 26, 2667.
23. c) Larock, R.C.; Babu, S. Tetrahedron Lett. 1987, 28, 5291.
24. 15. Butt, G; Topsom, R.D. Spectrochimica Acta 1982, 38A, 649.
25. 16. Bloomfield, J.J.; Fuchs, R. J. Org. Chem. 1961, 26, 2991.