Enantioselective synthesis of dihydro-1 H -benzindoles

Journal of Organic Chemistry

Volumn 78, Issue 7, 2013, Pages 3379-3383

  Silveira, Gustavo P ^a,b   Marino, Joseph P ^a  

^a UNIVERSITY OF NOTRE DAME   (United States)

^b FEDERAL UNIVERSITY OF RIO GRANDE DO SUL   (Brazil)

Author keywords

[No Author keywords available]

Indexed keywords

ABSOLUTE STEREOCHEMISTRY; ALLYLIC REARRANGEMENT; ENANTIOSELECTIVE; ENANTIOSELECTIVE SYNTHESIS; ENOLATES; SIGMATROPIC REARRANGEMENTS; SULFILIMINES;

CHLORINE COMPOUNDS; STEREOCHEMISTRY; X RAY CRYSTALLOGRAPHY;

ENANTIOSELECTIVITY;

INDOLE DERIVATIVE;

ALLYLIC REARRANGEMENT; AROMATIZATION; ARTICLE; CRYSTALLIZATION; ENANTIOSELECTIVITY; EVAPORATION; RACEMIC MIXTURE; REACTION OPTIMIZATION; REACTION TIME; STEREOCHEMISTRY; SYNTHESIS; TEMPERATURE; X RAY CRYSTALLOGRAPHY;

CATALYSIS; CHLOROACETATES; COPPER; CRYSTALLOGRAPHY, X-RAY; INDOLES; MODELS, MOLECULAR; MOLECULAR STRUCTURE; STEREOISOMERISM; ZINC;

EID: 84875939393     PISSN: 00223263     EISSN: 15206904     Source Type: Journal    
DOI: 10.1021/jo302798j     Document Type: Article

References (24)

1. Urban, C.; Macé, Y.; Cadoret, F.; Blazejewski, J.-C.; Magnier, E. Adv. Synth. Catal. 2010, 352, 2805
2. Collet, F.; Dodd, R. H.; Dauban, P. Org. Lett. 2008, 10, 5473
3. Ruano, J. L. G.; Alemparte, C.; Clemente, F. R.; Gutierrez, L. G.; Gordillo, R.; Castro, A. M. M.; Ramos, J. H. R. J. Org. Chem. 2002, 67, 2919
4. Takada, H.; Nishibayashi, Y.; Ohe, K.; Uemura, S. J. Org. Chem. 1997, 62, 6512
5. Marino, J. P.; Neisser, M. J. Am. Chem. Soc. 1981, 103, 7687
6. Marino, J. P.; Perez, A. D. J. Am. Chem. Soc. 1984, 106, 7643
7. Marino, J. P.; Laborde, E.; Paley, R. S. J. Am. Chem. Soc. 1988, 110, 966
8. Marino, J. P. Pure Appl. Chem. 1993, 65, 667
9. Marino, J. P.; Bogdan, S.; Kimura, K. J. Am. Chem. Soc. 1992, 114, 5566
10. Marino, J. P.; Rubio, M. B.; Cao, G.; de Dios, A. J. Am. Chem. Soc. 2002, 124, 13398
11. Kosugi, H.; Mirura, Y.; Kanna, H.; Uda, H. Tetrahedron: Asymmetry 1993, 4, 1409
12. Burke, S. D.; Shankaran, K.; Helber, M. J. Tetrahedron Lett. 1991, 32, 4655
13. Bravo, P.; Arnone, A.; Bandiera, P.; Bruche, L.; Ohashi, Y.; Ono, T.; Sekine, A.; Zanda, M. Eur. J. Org. Chem. 1999, 111
14. Marino, J. P.; Zou, N. Org. Lett. 2005, 7, 1915
15. Wang, Q.; Nara, S.; Padwa, A. Org. Lett. 2005, 7, 839
16. Wang, Q.; Nara, S.; Padwa, A. J. Org. Chem. 2005, 70, 8538
17. Celentano, G.; Colonna, S.; Gaggero, N.; Richelmi, C. Chem. Commun. 1998, 701
18. Inoue, A.; Kitagawa, K.; Shinokubo, H.; Oshima, K. J. Org. Chem. 2001, 66, 4333
19. Zhao, R. Y.; Erickson, H. K.; Leece, B. A.; Reid, E. E.; Goldmacher, V. S.; Lambert, J. M.; Chari, R. V. J. J. Med. Chem. 2012, 55, 766
20. Song, X.; Crider, A. M.; Cruse, S. F.; Ghosh, D.; Klein-Stevens, C.; Liang, L.; Scheideler, M. A.; Varming, A.; Søtofte, I. Eur. J. Med. Chem. 1999, 34, 487
21. Davies, S. G.; Doisneau, G. J. M. Tetrahedron: Asymmetry 1993, 4, 2513
22. Derbesy, G.; Harpp, D. N. J. Org. Chem. 1995, 60, 4468
23. Silveira, G. P.; Carvallho, C. B.; Oliver, A. Acta Crystallogr. 2012, E68, o2048
24. Node, M.; Nishide, K.; Ohta, K.; Fuji, K.; Fujita, E.i; Hori, H.; Inayama, S. Chem. Pharm. Bull. 1983, 31, 545