Decarboxylative radical azidation using MPDOC and MM DOC esters

Organic Letters

Volumn 10, Issue 5, 2008, Pages 985-988

  Nyfeler, Erich ^a   Renaud, Philippe ^a  

^a UNIVERSITY OF BERN   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 53449096258     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol702832x     Document Type: Article

References (28)

1. Barton, D. H. R.; Crich, D.; Motherwell, W. B. Chem. Commun. 1983, 939.
2. For reviews, see: (a) Motherwell, W. B.; Imboden, C. Radicals in Organic Synthesis, Volume 1: Basic Principles; Renaud, P., Sibi, M. P, Eds.; Wiley-VCH: Weinheim, 2001; p 107.
3. (b) Barton, D. H. R.; Motherwell, W. B. Heterocycles 1984, 21, 1.
4. (c) Crich, D. Aldrichim. Acta 1987, 20, 35.
5. (d) Barton, D. H. R.; Zard, S. Z. Pure Appl. Chem. 1986, 58, 675.
6. (e) Crich, D.; Quintero, L. Chem. Rev. 1989, 89, 1413.
7. (f) Barton, D. H. R. Tetrahedron 1992, 48, 2529.
8. (g) Barton, D. H. R. Pure Appl. Chem. 1994, 66, 1943.
9. (a) Barton, D. H. R.; Crich, D.; Motherwell, W. B. Tetrahedron Lett. 1983, 24, 4979.
10. (b) Barton, D. H. R.; Lacher, B.; Zard, S. Z. Tetrahedron Lett. 1985, 26, 5939.
11. Barton, D. H. R.; Ozbalik, N.; Vacher, B. Tetrahedron 1988, 44, 3501.
12. Barton, D. H. R.; Jaszberenyi, J. C.; Theodorakis, E. A.; Reibenspies, J. H. J. Am. Chem. Soc. 1993, 115, 8050.
13. Masterson, D. S.; Porter, N. A. Org. Lett. 2002, 4, 4253.
14. (a) Ollivier, C.; Renaud, P. J. Am. Chem. Soc. 2001, 123, 4717.
15. (b) Ollivier, C.; Renaud, P. J. Am. Chem. Soc. 2000, 122, 6496. For a review on radical azidation, see:
16. (c) Panchaud, P.; Chabaud, L.; Landais, Y.; Ollivier, C.; Renaud, P.; Zigmantas, S. Chem. Eur. J. 2004, 10, 3606.
17. For reviews on preparation and application of azides, see: (a) Bräse, S.; Gil, C.; Kneppner, K.; Zimmermann, V. Angew. Chem., Int. Ed. 2005, 44, 5188.
18. (b) Scriven, E. F. V.; Turnbull, K. Chem. Rev. 1988, 88, 297.
19. (c) L'Abbé, G. Chem. Rev. 1969, 69, 345.
20. Masterson, D. S.; Shackleford, J. P. Synlett 2007, 1302.
21. Barton. D. H. R.; Crich, D.; Kretzschmar, G. J. Chem. Soc., Perkin Trans. 1 1986, 39.
22. (a) Kim, S.; I,im. C. I; Song, S.-E.; Rang. H.-Y. Synlett 2001, 5, 688.
23. (b) Kim, S.; Lim, C. J.; Song, S.-E.; Rang. H.-Y. Chem. Commun. 2001, 1410.
24. Dermer, O. C.; Edmiso, M. T. J. Am. Chem. Soc. 1954, 77, 70.
25. Fenner, T.; White. J. M.; Schiesser, C. H. Org. Biomol. Chem. 2006, 4, 466.
26. Barton. D. H. R.; Crich. D.; Motherwell. W. Tetrahedron 1985, 41, 3901.
27. Barton, D. H. R.; Hervé, Y.; Potier, P.; Thierry, J. Tetrahedron 1988, 44, 5479.
28. Panchaud, P.; Rcnaud, P. Adv. Synth. Catal. 2004, 346, 925.