Stereoselective preparation of Z-trisubstituted alkylidene cyclic carbonates via palladium-catalyzed carbon - carbon bond formation

Tetrahedron Letters

Volumn 41, Issue 29, 2000, Pages 5527-5531

  Toullec, Patrick ^a   Carbayo Martin, Aranzazu ^a   Gio Batta, Monica ^a   Bruneau, Christian ^a   Dixneuf, Pierre H ^a  

^a Universite de Rennes   (France)

Author keywords

Cyclic carbonates; Palladium catalysis; Silver trifluoroacetate

Indexed keywords

CARBONIC ACID DERIVATIVE; PALLADIUM;

ARTICLE; CATALYSIS; CHEMICAL BINDING; OPTICAL ROTATION; REACTION ANALYSIS; STEREOCHEMISTRY; STOICHIOMETRY;

EID: 0343962163     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00889-3     Document Type: Article

References (23)

1. (a) Joumier, J.-M.; Grainger, R.; Bruneau, C.; Dixneuf, P. H. Synlett 1993, 423.
2. (b) Laas, H.; Nissen, A.; Nürrenbach, A. Synthesis 1981, 958.
3. Joumier, J.-M.; Fournier, J.; Bruneau, C.; Dixneuf, P. H. J. Chem. Soc., Perkin Trans. 1 1991, 3271.
4. (b) Inoue, Y.; Ohuchi, K.; Imaizumi, S. Tetrahedron Lett. 1988, 29, 5941.
5. Inoue, Y.; Matsushita, K.; Yen, I.-F.; Imaizumi, S. Chem. Lett. 1991, 1377.
6. (a) Ohe, K.; Matsuda, H.; Ishihara, T.; Ogoshi, S.; Chatani, N.; Murai, S. J. Org. Chem. 1993, 58, 1173.
7. (b) Ohe, K.; Matsuda, H.; Morimoto, T.; Ogoshi, S.; Chatani, N.; Murai, S. J. Am. Chem. Soc. 1994, 116, 4125.
8. Ogoshi, S.; Morimoto, T.; Nishio, K.-I.; Ohe, K.; Murai, S. J. Org. Chem. 1993, 58, 9.
9. Le Gendre, P.; Braun, T.; Bruneau, C.; Dixneuf, P. H. J. Org. Chem. 1996, 61, 8453.
10. Sasaki, Y. Tetrahedron Lett. 1986, 27, 1573.
11. Inoue, Y.; Ishikawa, J.; Taniguchi, M.; Hashimoto, H. Bull. Chem. Soc. Jpn. 1987, 60, 1204.
12. (a) Dimroth, P.; Pasedach, H. DBP 1 098 953, 1961.
13. (b) Tedeschi, R. J.; Moore, L. L. USP 3,541,087, 1970.
14. (c) Schneider, K. DE 3 433 403 A1, 1986.
15. (d) Kwon, S.-C.; Cho, C.-S.; Shim, S.-C.; Kim, T.-J. Bull Korean Chem. Soc. 1999, 20, 103.
16. Fournier, J.; Bruneau, C.; Dixneuf, P. H. Tetrahedron Lett. 1989, 30, 3981.
17. Costa, M.; Chiusoli, G. P.; Rizzardi, M. Chem. Commun. 1996, 1699.
18. (a) Iritani, K.; Yanagihara, N.; Utimoto, K. J. Org. Chem. 1986, 51, 5499.
19. (b) Inoue, Y.; Itoh, Y.; Yen, I.-F.; Imaizumi, S. J. Mol. Catal. 1990, 60, L1.
20. Uemura, K.; Kawaguchi, T.; Takayama, H.; Nakamura, A.; Inoue, Y. J. Mol. Catal. A 1999, 139, 1.
21. (a) Jeffery, T. Adv. Metal.-Org. Chem. 1996, 5, 153.
22. (b) Bräse, S.; de Meijere, A. In Metal-Catalyzed Cross Coupling Reactions; Stang, P. J.; Diederich, F., Eds.; Wiley-VCH Weinheim, 1998, pp. 99-166.
23. Cabri, W.; Candiani, I. Acc. Chem. Res. 1995, 28, 2.