A conceptually new approach to the asymmetric synthesis of 3-aryl and alkyl poly-substituted isoindolinones

Tetrahedron Asymmetry

Volumn 19, Issue 23, 2008, Pages 2735-2740

  Deniau, Eric ^a,b   Couture, Axel ^a,b   Grandclaudon, Pierre ^a,b  

^a UNIV LILLE   (France)

^b CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYL GROUP; HYDROXYL GROUP; INDOLE; PYRROLIDINE DERIVATIVE;

ALKYLATION; ARTICLE; ARYLATION; CHEMICAL STRUCTURE; PRIORITY JOURNAL; REDUCTION; SPECIES; STEREOCHEMISTRY; SUBSTITUTION REACTION; SYNTHESIS;

EID: 58349112732     PISSN: 09574166     EISSN: 1362511X     Source Type: Journal    
DOI: 10.1016/j.tetasy.2008.11.021     Document Type: Article

References (36)

1. Maas G., Immendoerfer U., Koenig B., Leser U., Mueller B., Goody R., and Pfaff E. Antimicrob. Agents Chemother. 37 (1993) 2612-2617
2. Jingshan R., Esnouf R.M., Hopkins A.L., Stuart D.I., and Stammers D.K. J. Med. Chem. 42 (1999) 3845-3851
3. Hussein Z., Mulford D.J., Bopp B.A., and Granneman G.R. Br. J. Clin. Pharmacol. 36 (1993) 357-361
4. Chem. Abstr. 120 (1994) 23014
5. Kondo T., Yoshida K., Yamamoto M., and Tanayama S. Arzneim. Forsch. 46 (1996) 11-14
6. Chem. Abstr. 124 (1995) 306386
7. Belliotti T.R., Brink W.A., Kesten S.R., Rubin J.R., Wustrow D.J., Zoski K.T., Whetzel S.Z., Corbin A.E., Pugsley T.A., Heffner T.G., and Wise L.D. Bioorg. Med. Chem. Lett. 8 (1998) 1499-1502
8. Kawanishi N., Sugimoto T., Shibata J., Nakamura K., Masutani K., Ikuta M., and Hirai H. Bioorg. Chem. Lett. 16 (2006) 5122-5126
9. Allin S.M., Northfield C.J., Page M.I., and Slawin A.M.Z. Tetrahedron Lett. 38 (1997) 3627-3630
10. Allin S.M., Northfield C.J., Page M.I., and Slawin A.M.Z. Tetrahedron Lett. 39 (1998) 4905-4908
11. Allin S.M., Northfield C.J., Page M.I., and Slawin A.M.Z. Tetrahedron Lett. 40 (1999) 141-142
12. Deniau E., Enders D., Couture A., and Grandclaudon P. Tetrahedron: Asymmetry 16 (2005) 875-881
13. Allin S.M., Northfield C.J., Page M.I., and Slawin A.M.Z. Tetrahedron Lett. 40 (1999) 143-146
14. Allin S.M., Northfield C.J., Page M.I., and Slawin A.M.Z. J. Chem. Soc., Perkin Trans. 1 (2000) 1715-1721
15. Deniau E., Enders D., Couture A., and Grandclaudon P. Tetrahedron: Asymmetry 14 (2003) 2253-2258
16. Chen M.-D., Zhou X., He M.-Z., Ruan Y.-P., and Huang P.-Q. Tetrahedron 60 (2004) 1651-1657
17. Chen M.-D., He M.-Z., Zhou X., Huang L.-Q., Ruan Y.-P., and Huang P.-Q. Tetrahedron 61 (2005) 1335-1344
18. Perard-Viret J., Prangé T., Tomas A., and Royer J. Tetrahedron 58 (2002) 5103-5108
19. Comins D.L., Schilling S., and Zhang Y. Org. Lett. 7 (2005) 95-98
20. Enders D., Braig V., and Raabe G. Can. J. Chem. 79 (2001) 1528-1535
21. Clayden J., Turnbull R., and Pinto I. Tetrahedron: Asymmetry 16 (2005) 2235-2242
22. Sun X.-W., Liu M., Xu M.-H., and Lin G.-Q. Org. Lett. 10 (2008) 1259-1262
23. Lamblin M., Couture A., Deniau E., and Grandclaudon P. Tetrahedron: Asymmetry 19 (2008) 111-123
24. Grigg R., Dorrity M.J.R., Malone J.F., Mongkolauss-savaratana T., Norbert W.D.J.A., and Sridharan V. Tetrahedron Lett. 31 (1990) 3075-3076
25. Shen L., and Hsung R.P. Org. Lett. 7 (2005) 775-778
26. Clayden J., and Menet C.J. Tetrahedron Lett. 44 (2003) 3059-3062
27. Parham W.E., and Bradsher C.K. Acc. Chem. Res. 15 (1982) 300-305
28. Moreau A., Couture A., Deniau E., and Grandclaudon P. Eur. J. Org. Chem. (2005) 3437-3442
29. Enders D., and Klatt M. Synthesis (1996) 1403-1418
30. Job A., Janeck C.F., Bettray W., Peters R., and Enders D. Tetrahedron 58 (2002) 2253-2329
31. Lebrun S., Couture A., Deniau E., and Grandclaudon P. Tetrahedron: Asymmetry 14 (2003) 2625-2632
32. Suzuki H., Aoyagi S., and Kibayashi C. Tetrahedron Lett. 35 (1994) 6119-6122
33. Suzuki H., Aoyagi S., and Kibayashi C. J. Org. Chem. 60 (1995) 6114-6122
34. Fernandez R., Ferrete A., Lassaletta J.M., Llera J.M., and Monge A. Angew. Chem., Int. Ed. 39 (2000) 2893-2897
35. Fernandez R., Ferrete A., Lassaletta J.M., Llera J.M., and Martin-Zamora E. Angew. Chem., Int. Ed. 41 (2002) 831-833
36. Takahashi M., Ogiku T., Okamura K., Da-te T., Ohmizu H., Kondo K., and Iwazaki T. J. Chem. Soc., Perkin Trans. 1 (1993) 1473-1480