An expedient protecting-group-free total synthesis of (±)- dievodiamine

Organic Letters

Volumn 15, Issue 13, 2013, Pages 3302-3305

  Unsworth, William P ^a   Kitsiou, Christiana ^a   Taylor, Richard J K ^a  

^a UNIVERSITY OF YORK   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

BIOLOGICAL FACTOR; DEHYDROEVODIAMINE HYDROCHLORIDE; DIEVODIAMINE; FUSED HETEROCYCLIC RINGS; INDOLE DERIVATIVE; ORGANOMETALLIC COMPOUND;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; EVODIA; ISOLATION AND PURIFICATION; SYNTHESIS;

BIOLOGICAL FACTORS; EVODIA; HETEROCYCLIC COMPOUNDS WITH 4 OR MORE RINGS; INDOLES; MOLECULAR STRUCTURE; ORGANOMETALLIC COMPOUNDS;

EID: 84880030751     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol4013469     Document Type: Article

References (27)

1. Young, S. N.; Baran, P. S. Nat. Chem. 2009, 1, 193 and references therein
2. Wang, Q. Z.; Liang, J. Y.; Feng, X. Chin. Chem. Lett. 2010, 21, 596
3. Unsworth, W. P.; Kitsiou, C.; Taylor, R. J. K. Org. Lett. 2013, 15, 258
4. Unsworth, W. P.; Gallagher, K. A.; Jean, M.; Schmidt, J. P.; Diorazio, L. J.; Taylor, R. J. K. Org. Lett. 2013, 15, 262
5. Jiang, J.; Hu, C. Molecules 2009, 14, 1852
6. Dong, G.; Sheng, C. S.; Wang, S.; Miao, Z.; Yao, J.; Zhang, W. J. Med. Chem. 2010, 53, 7521
7. Yu, H.; Jin, H.; Gong, W.; Wang, Z.; Liang, H. Molecules 2013, 18, 1826 and references therein
8. Dong, G.; Wang, S.; Miao, Z.; Yao, J.; Zhang, Y.; Guo, Z.; Zhang, W.; Sheng, C. J. Med. Chem. 2012, 55, 7593
9. Yamazaki, M.; Ikuta, A. Tetrahedron Lett. 1966, 7, 3221
10. Yamazaki, M.; Ikuta, A.; Mori, T.; Kawana, T. Tetrahedron Lett. 1967, 8, 3317
11. Ryan, K. S.; Drennan, C. L. Chem. Biol. 2009, 16, 351 and references therein
12. Fernandez, L. S.; Buchanan, M. S.; Carroll, A. R.; Feng, Y. J.; Quinn, R. J.; Avery, V. M. Org. Lett. 2009, 11, 329
13. Vougogiannopoulou, K.; Fokialakis, N.; Aligiannis, N.; Cantrell, C.; Skaltsounis, A.-L. Org. Lett. 2010, 12, 1908
14. Dethe, D. H.; Erande, R. D.; Ranjan, A. J. Am. Chem. Soc. 2011, 133, 2864
15. Zeldin, R. M.; Toste, F. D. Chem. Sci. 2011, 2, 1706
16. Vallakati, R.; May, J. A. Synlett 2012, 2577
17. Vallakati, R.; May, J. A. J. Am. Chem. Soc. 2012, 134, 6936
18. Welch, T. R.; Williams, R. M. Tetrahedron 2013, 69, 770
19. Judd, K. E.; Mahon, M. F.; Caggiano, L. Synthesis 2009, 2809
20. Decker, M. Eur. J. Med. Chem. 2005, 40, 305
21. Krasovskiy, A.; Knochel, P. Angew. Chem., Int. Ed. 2004, 43, 3333
22. Coyne, W. E.; Cusic, J. W. J. Med. Chem. 1968, 46, 4179
23. Gardner, B.; Kanagasooriam, A. J. S.; Smyth, R. M.; Williams, A. J. Org. Chem. 1994, 59, 6245
24. Mee, S. P. H.; Lee, V.; Baldwin, J. E. Angew. Chem., Int. Ed. 2004, 43, 1132
25. Jeffrey, T. Tetrahedron 1996, 52, 10113
26. Kanekiyo, N.; Kuwada, T.; Choshi, T.; Nobuhiro, J.; Hibino, S. J. Org. Chem. 2001, 66, 8793
27. Han, X.; Stoltz, B. M.; Corey, E. J. J. Am. Chem. Soc. 1999, 121, 7600