A new, simple synthesis of N-tosyl pyrrolidines and piperidines

Synthesis

Volumn , Issue 16, 2006, Pages 2760-2766

  Marcotullio, Maria Carla ^a   Campagna, Valerio ^a   Sternativo, Silvia ^a   Costantino, Ferdinande ^a   Curini, Massimo ^a  

^a UNIVERSITY OF PERUGIA   (Italy)

Author keywords

Iodocyclization; Oxone ; Piperidines; Pyrrolidines; Toluenesulfonamides

Indexed keywords

NITROGEN COMPOUNDS; OXIDATION; SYNTHESIS (CHEMICAL);

IODOCYCLIZATION; PIPERIDINES; PYRROLIDINES; TOLUENESULFONAMIDES;

HYDROCARBONS;

ALCOHOL; PIPERIDINE DERIVATIVE; PYRROLIDINE DERIVATIVE; TOLUENESULFONAMIDE DERIVATIVE;

ARTICLE; CRYSTAL STRUCTURE; CYCLIZATION; SYNTHESIS;

EID: 33748313031     PISSN: 00397881     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-942488     Document Type: Article

References (24)

1. For examples, see: O'Hagan, D. Nat. Prod. Rep. 2000, 17, 435.
2. Mitchenson, A.; Nadin, A. J. Chem. Soc., Perkin Trans. 1 2000, 2862; and references cited therein.
3. Jones, A. D.; Knight, D. W.; Hibbs, D. E. J. Chem. Soc., Perkin Trans. 1 2001, 1182.
4. Clark, J. H.; Ross, J. C.; Macquarrie, D. J.; Barlow, S. J.; Bastock, T. W. J. Chem. Soc., Chem. Commun. 1997, 1203.
5. (a) Curini, M.; Epifano, F.; Marcotullio, M. C.; Montanari, F. Synlett 2004, 368.
6. (b) Curini, M.; Epifano, F.; Marcotullio, M. C.; Rosati, O. Tetrahedron Lett. 2002, 43, 1201.
7. (c) Curini, M.; Epifano, F.; Marcotullio, M. C.; Rosati, O.; Rossi, M. Tetrahedron 1999, 55, 6211.
8. Greene, T. W.; Wutz, P. G. M. In Protective Groups in Organic Synthesis, 2nd ed.; Wiley: New York, 1991, 379.
9. (a) Mitsunobu, O.; Wada, M.; Sano, T. J. Am. Chem. Soc. 1972, 94, 679.
10. (b) Henry, J. R.; Marcin, L. R.; McIntosh, M. C.; Scola, P. M.; Harris, G. D. Jr.; Weinreb, S. M. Tetrahedron Lett. 1989, 30, 5709.
11. (c) Mitsunobu, O. Synthesis 1981, 1.
12. (d) Hughes, D. L. Org. Prep. Proced. Int. 1996, 28, 127.
13. Larock, R. C.; Yang, H.; Weinreb, S. M.; Herr, R. J. J. Org. Chem. 1994, 59, 4172.
14. 2)}.
15. Hirano, M.; Oose, M.; Morimoto, T. Chem. Lett. 1991, 331.
16. CCDC reference number 292928.
17. Minakata, S.; Kano, D.; Oderaotoshi, Y.; Komatsu, M. Org. Lett. 2002, 4, 2097.
18. Gorobets, E.; Stepanenko, V.; Wicha, J. Eur. J. Org. Chem. 2004, 783.
19. Porter, N. A.; Funk, M. O.; Gilmore, D.; Isaac, R.; Nixon, J. J. Am. Chem. Soc. 1976, 98, 6000.
20. Li, Y.; Marks, T. J. J. Am. Chem. Soc. 1998, 120, 1757.
21. Esch, P. M.; Boska, I. M.; Hiemstra, H.; De Boer, R. F.; Speckamp, W. N. Tetrahedron 1991, 47, 4039.
22. Clive, D.; Hisaindee, S. J. Org. Chem. 2000, 65, 4923.
23. Porter, N. A.; Zuraw, P. J. J. Org. Chem. 1984, 49, 1345.
24. Hegedus, L. S.; McKearin, J. M. J. Am. Chem. Soc. 1982, 104, 2444.