Gibberellin analogues by reaction of 7-oxo-diterpenes with diacetoxyiodobenzene

Tetrahedron

Volumn 69, Issue 14, 2013, Pages 3002-3012

  Fraga, Braulio M ^a   González Vallejo, Victoria ^a   Bressa, Carlo ^a   Guillermo, Ricardo ^b   Suárez, Sergio ^b  

^a INSTITUTO DE PRODUCTOS NATURALES Y AGROBIOLOGÍA   (Spain)

^b UNIVERSIDAD DE LA LAGUNA   (Spain)

Author keywords

4 epi Trachylobagibberellin A12; Diacetoxyiodobenzene; Diterpenes; ent Atis 16 ene; ent Kaur 16 ene; ent Trachylobane

Indexed keywords

7 OXO DITERPENE DERIVATIVE; 7 OXO ENT KAUR 16 EN 18 OIC ACID METHYL ESTER; 7 OXO ENT TRACHYLOBAN 16 EN 18 OIC ACID METHYL ESTER; ACETAL; BENZENE DERIVATIVE; DIACETOXYIODOBENZENE; ESTER DERIVATIVE; GIBBERELLIN DERIVATIVE; TERPENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; DEHYDROGENATION; HETERONUCLEAR MULTIPLE BOND CORRELATION; HORMONE SYNTHESIS; PRIORITY JOURNAL;

EID: 84874653485     PISSN: 00404020     EISSN: 14645416     Source Type: Journal    
DOI: 10.1016/j.tet.2013.01.092     Document Type: Article

References (36)

1. L.N. Mander Chem. Rev. 92 1992 573 612
2. J. MacMillan Nat. Prod. Rep. 14 1997 221 243
3. J. MacMillan J. Plant. Growth Regul. 20 2001 387 442
4. C. Bömke, and B. Tudzynski Phytochemistry 70 2009 1876 1893
5. B.M. Fraga, J.R. Hanson, M.G. Hernández, and F.Y. Sarah Phytochemistry 19 1980 1087 1091
6. B.M. Fraga, F. García-Tellado, P. González, and M.G. Hernández Tetrahedron Lett. 39 1992 8491 8504
7. B.M. Fraga, P. González, R. Guillermo, M.G. Hernández, and A. Perales Tetrahedron 51 1995 10053 10064
8. B.M. Fraga, M.G. Hernández, C. Fernández, and J.M.H. Santana Phytochemistry 70 2009 1038 1048
9. A.G. González, B.M. Fraga, M.G. Hernández, F. Larrruga, and J.G. Luis Anales Quím. 71 1975 733 734
10. A.G. González, B.M. Fraga, M.G. Hernández, and J.G. Luis Tetrahedron Lett. 19 1978 3499 3500
11. B.M. Fraga, M.G. Hernández, J.D. Arraez, and J.G. Luis Tetrahedron 44 1994 12643 12648
12. B.M. Fraga, R. Guillermo, J.D. Arraez, J.G. Luis, and A. Perales J. Chem. Soc., Perkin Trans. 1 1988 1513 1516
13. B.M. Fraga, R. Guillermo, and J.R. Hanson J. Chem. Res., Synop. 1990 99
14. A. Varvoglis Hypervalent Iodine in Organic Synthesis 1997 Academic London
15. R.M. Moriarty, and I. Prakash Acc. Chem. Res. 19 1986 244 250
16. R.M. Moriarty J. Org. Chem. 70 2005 2893 2903
17. R.M. Moriarty, S.C. Gupta, H. Hu, D.R. Berenschot, and K.B. White J. Am. Chem. Soc. 103 1981 686 688
18. R.M. Moriarty, H. Hu, and S.C. Gupta Tetrahedron Lett. 22 1981 1283 1286
19. R.M. Moriarty, L.S. Jong, and P.C. Du J. Chem. Soc., Chem. Commun. 1981 641 642
20. S.J. Dam Tetrahedron Lett. 25 1984 4725 4728
21. R.M. Moriarty, I. Prakash, and H.A. Musallam Tetrahedron Lett. 25 1984 5867 5870
22. M.A. Iglesias-Arteaga, and G.A. Velázquez-Huerta Tetrahedron Lett. 46 2005 6897 6899
23. B.M. Fraga, C. Bressa, V. González-Vallejo, S. Súarez, and R. Guillermo Tetrahedron Lett. 52 2011 7138 7140
24. A.G. González, B.M. Fraga, M.G. Hernández, and J.G. Luis Phytochemistry 12 1973 1113 1116
25. B.M. Fraga, P. González, M.G. Hernández, and S. Suárez Tetrahedron 61 2005 5623 5632
26. J.M. Smith, M. Uchida, P. Rueedi, and C.H. Eugster Helv. Chim. Acta 65 1982 2164 2180
27. A.M. Turuta, A.V. Kamernitzky, T.M. Fadeeva, and A.V. Zhulin Synthesis 1985 1129 1131
28. M. Pinar, and M.P. Galan J. Nat. Prod. 49 1986 334 335
29. B.M. Fraga, M.G. Hernández, J.M.H. Santana, and J.M. Arteaga Phytochemistry 29 1990 591 593
30. B.M. Fraga, C. Bressa, V. González-Vallejo, P. González, and R. Guillermo Phytochemistry 81 2012 60 70
31. B.E. Cross, and K. Norton J. Chem. Soc. 1965 1570 1572
32. A.G. González, J.L. Bretón, B.M. Fraga, and J.G. Luis Tetrahedron Lett. 12 1971 3097 3100
33. B.M. Fraga, M.G. Hernández, J.M.H. Santana, and J.M. Arteaga Phytochemistry 30 1991 913 915
34. B.M. Fraga, P. González, V. González-Vallejo, R. Guillermo, and L.N. Diaz Phytochemistry 71 2010 1313 1321
35. M. Pinar, B. Rodríguez, and A. Alemany Phytochemistry 17 1978 1637 1640
36. J.R. Hanson, F.Y. Sarah, B.M. Fraga, and M.G. Hernández Phytochemistry 18 1979 1875 1876