Neighboring group participation in a regio- and stereoselective chlorination of a bicyclo[2.2.2]octanone

Journal of Organic Chemistry

Volumn 61, Issue 20, 1996, Pages 6947-6951

  Almqvist, Fredrik ^a   Frejd, Torbjörn ^a  

^a LUND UNIVERSITY   (Sweden)

Author keywords

[No Author keywords available]

Indexed keywords

BICYCLO[2.2.2]OCTANE DERIVATIVE; TAXANE DERIVATIVE;

ARTICLE; CHLORINATION; DRUG SYNTHESIS; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0029802670     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9607370     Document Type: Article

References (27)

1. Mori, K. Synlett 1995, 1097-1109.
2. Paquette, L. A.; Tsui, H.-C. Synlett 1996, 129-130.
3. Paquette, L. A.; Tsui, H.-C. J. Org. Chem. 1996, 61, 142-145.
4. Waldmann, H.; Weigerding, M.; Dreisbach, C.; Wandrey, C. Helv. Chim. Acta 1994, 77, 2111-2116.
5. Bélanger, P. C.; Dufresne, C. Can. J. Chem. 1988, 64, 1514-1520.
6. Trost, B. M.; Breit, B.; Peukert, S.; Zambrano, J.; Ziller, J. W. Angew. Chem., Int. Ed. Engl. 1995, 34, 2386-2388.
7. Seebach, D.; Jaeschke, G.; Wang, Y. M. Angew. Chem., Int. Ed. Engl. 1995, 34, 2395-2396.
8. Almqvist, F.; Frejd, T. Tetrahedron Asymmetry 1995, 6, 957-960.
9. Ley, S. V.; Mynett, D. M.; Koot, W.-J. Synlett 1995, 1017-1020.
10. Martin, S. F.; White, J, B.; Wagner, R. J. Org. Chem. 1982, 47, 3190-3192.
11. Almqvist, F.; Torstensson, L.; Gudmundsson, A.; Frejd, T. To be published.
12. Almqvist, F.; Ekman, N.; Frejd, T. J. Org. Chem. 1996, 61, 3794-3798.
13. Rasmussen, J. K. Synthesis 1977, 91-110.
14. Tirpak, R. E.; Rathke, M. W. J. Org. Chem. 1982, 47, 5099-5102.
15. Colvin, E. W. Silicon Reagents in Organic Synthesis; Academic Press: London, 1988.
16. Fleming, I.; Iqbal, J.; Krebs, E.-P. Tetrahedron 1983, 39, 841-846.
17. SPARTAN 4.1, Hehre, W. J.; Huang, W. W., Wavefunction, Inc., Irvine, CA, 1995.
18. Gras, J.-L.; Gallédou, B. S. Bull. Soc. Chim. Fr. 1983, 3-4, II89-II95.
19. Blanco, L.; Mansouri, A. Tetrahedron Lett. 1988, 29, 3239-3242.
20. Clark, R. D.; Heathcock, C. H. J. Org. Chem. 1976, 41, 636-643.
21. Perrin, D. D.; Armarego, W. L. F. Purification of Laboratory Chemicals, 3rd ed.; Pergamon Press: Oxford, 1989.
22. Almqvist, F.; Eklund, L.; Frejd, T. Synth. Commun. 1993, 1499-1505.
23. Mori, K.; Nagano, E. Biocatalysis 1990, 3, 25-36.
24. Audia, J. E.; Boisvert, L.; Patten, A. D.; Villalobos, A.; Danishefsky, S. J. J. Org. Chem. 1989, 54, 3738-3740.
25. Greene, T. W.; Wuts, P. G. M. Protective Groups in Organic Synthesis; 2nd ed.; John Wiley and Sons, Inc.: New York, 1991.
26. Hansson, L.; Carlson, R. Acta Chem. Scand. 1989, 43, 188-192.
27. Joshi, G. C.; Pande, L. M. Synthesis 1975, 450-451.