Stabilization of radicals by imides. A modular stereoselective approach to protected functional 1,2-diamines

Organic Letters

Volumn 16, Issue 20, 2014, Pages 5386-5389

  Han, Songzhe ^a   Zard, Samir Z ^a  

^a LABORATOIRE DE SYNTHÈSE ORGANIQUE   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 84907963254     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol502599r     Document Type: Article

References (42)

1. (a) Chiral Amine Synthesis: Methods, Developments and Applications; Nugent, T. C., Ed.; Wiley-VCH: Weinheim, 2010.
2. (b) Amino Group Chemistry; Ricci, A., Ed. Wiley-VCH: Weinheim, 2008.
3. (a) Nishina, N.; Yamamoto, Y. Top. Organomet. Chem. 2013, 43, 115.
4. (b) Hesp, K.; Stradiotto, M. ChemCatChem 2010, 2, 112.
5. (c) Müller, T. E.; Hultzsch, K. C.; Yus, M.; Foubelo, F.; Tada, M. Chem. Rev. 2008, 108, 3795.
6. (a) Eilbracht, P.; Bärfacker, L.; Buss, C.; Hollmann, C.; Kitsos-Rzychon, B. E.; Kranemann, C. L.; Rishe, T.; Roggenbuck, R.; Schmidt, A. Chem. Rev. 1999, 99, 3329.
7. (a) Ickes, A. R.; Ensign, S. C.; Gupta, A. K.; Hull, K. L. J. Am. Chem. Soc. 2014, 136, 11256.
8. (b) Martínez, C.; Muñiz, K. Angew. Chem., Int. Ed. 2012, 51, 7031.
9. (c) Zhang, H.; Pu, W.; Xiong, T.; Li, Y.; Zhou, X.; Sun, K.; Liu, Q.; Zhang, Q. Angew. Chem., Int. Ed. 2013, 52, 2529.
10. (d)H opkins, B. A.; Wolfe, J. P. Angew. Chem., Int. Ed. 2012, 51, 9886.
11. (a) Quiclet-Sire, B.; Zard, S. Z. Org. Lett. 2008, 10, 3279.
12. (b) Quiclet-Sire, B.; Revol, G.; Zard, S. Z. Org. Lett. 2009, 11, 3554.
13. (c) Quiclet-Sire, B.; Revol, G.; Zard, S. Z. Tetrahedron 2010, 66, 6656.
14. (d) Han, S.; Jones, R. A.; Quiclet-Sire, B.; Zard, S. Z. Tetrahedron 2014, 70, 7192.
15. (e) Quiclet-Sire, B.; Zard, S. Z. Heterocycles 2010, 82, 263.
16. (a) Zard, S. Z. Angew. Chem., Int. Ed. Engl. 1997, 36, 672.
17. (b) Quiclet-Sire, B.; Zard, S. Z. Chem. - Eur. J. 2006, 12, 6002.
18. (c) Quiclet-Sire, B.; Zard, S. Z. Top. Curr. Chem. 2006, 264, 201.
19. (d) Zard, S. Z. Org. Biomol. Chem. 2007, 5, 205.
20. (e) Zard, S. Z. Aust. J. Chem. 2006, 59, 663.
21. (f) Quiclet-Sire, B.; Zard, S. Z. Pure Appl. Chem. 2011, 83, 519.
22. Kelly, C. B.; Mercadante, M. E.; Leadbeater, N. E. Chem. Commun. 2013, 49, 11133.
23. (a) Barton, D. H. R.; Jang, D. O.; Jaszberenyi, J. Cs. Tetrahedron Lett. 1992, 33, 5709.
24. (b) Boivin, J.; Jrad, R.; Juge, S.; Nguyen, V. T. Org. Lett. 2003, 5, 1645.
25. Klapper, M.; Hamciuc, C.; Dyllick-Brenzinger, R.; Müllen, K. Angew. Chem., Int. Ed. 2003, 42, 4687.
26. (a) Bertrand, F.; Quiclet-Sire, B.; Zard, S. Z. Angew. Chem., Int. Ed. Engl. 1999, 38, 1943.
27. Ly, T.-M.; Quiclet-Sire, B.; Sortais, B.; Zard, S. Z. Tetrahedron Lett. 1999, 40, 2533.
28. Liard, A.; Quiclet-Sire, B.; Saicic, R. N.; Zard, S. Z. Tetrahedron Lett. 1997, 38, 1759.
29. (a) Osornio, Y. M.; Cruz-Almanza, R.; Jiménez-Montaño, V.; Miranda, L. D. Chem. Commun. 2003, 2316.
30. (b) Reyes-Gutiérrez, P. E.; Torres-Ochoa, R. O.; Martínez, R.; Miranda, L. D. Org. Biomol. Chem. 2009, 7, 1388.
31. (a) Saibabu Kotti, S. R. S.; Timmons, C.; Li, G. Chem. Biol. Drug Des. 2006, 67, 101.
32. (a) Surry, D. S.; Buchwald, S. L. Chem. Sci. 2010, 1, 13.
33. (b) Kizirian, J.-C. Chem. Rev. 2008, 108, 140.
34. (c) Hems, W. P.; Groarke, M.; Zanotti-Gerosa, A.; Grasa, G. A. Acc. Chem. Res. 2007, 40, 1340.
35. (a) De Jong, S.; Nosal, D. G.; Wardrop, D. J. Tetrahedron 2012, 68, 4067.
36. (b) Lucet, D.; Le Gall, T.; Mioskowski, C. Angew. Chem., Int. Ed. 1998, 37, 2580.
37. (c) Bailey, S. J.; Wales, S. M.; Willis, A. C.; Keller, P. A. Org. Lett. 2014, 16, 4344.
38. (d) Fujii, S.; Konishi, T.; Matsumoto, Y.; Yamaoka, Y.; Takasu, K.; Yamada, K. J. Org. Chem. 2014, 79, 8128.
39. (e) Ickes, A. R.; Ensign, S. C.; Gupta, A. K.; Hull, K. L. J. Am. Chem. Soc. 2014, 136, 11256.
40. (f) Liew, S. K.; He, Z.; St. Denis, J. D.; Yudin, A. K. J. Org. Chem. 2013, 78, 11637.
41. (g) Hopkins, B. A.; Wolfe, J. P. Angew. Chem., Int. Ed. 2012, 51, 9886.
42. (h) Olson, D. E.; Su, J. Y.; Roberts, D. A.; Du Bois, J. J. Am. Chem. Soc. 2014, 136, 13506.