Scalable synthesis of methyl ent-isocopalate and its derivatives

Tetrahedron

Volumn 67, Issue 6, 2011, Pages 1142-1144

  Hua, Si Kai ^a,b   Wang, Jing ^a,b   Chen, Xi Bo ^a,b   Xu, Zhong Yu ^a   Zeng, Bu Bing ^a,b  

^a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

^b EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

( ) Sclareol; Methyl ent isocopalate; Spongiane; Tricycle diterpene

Indexed keywords

DITERPENE; METHYL ISOCOPALATE; NATURAL PRODUCT; SCLAREOL; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; DRUG STRUCTURE; DRUG SYNTHESIS; NONHUMAN; PRIORITY JOURNAL; QUANTUM YIELD; REACTION ANALYSIS;

EID: 78751590939     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tet.2010.12.008     Document Type: Article

References (28)

1. P. Basabe, S. Delgado, I.S. Marcos, D. Diez, A. Diego, M. de Roman, F. Sanz, and J.G. Urones Tetrahedron 63 2007 8939
2. P. Basabe, S. Delgado, I.S. Marcos, D. Diez, A. Diego, M. De Roman, and J.G. Urones J. Org. Chem. 70 2005 9480
3. P. Basabe, A. Gomez, I.S. Marcos, D.D. Martin, H.B. Broughton, and J.G. Urones Tetrahedron Lett. 40 1999 6857
4. M. Gonzalez-Sierra, T. Kaufman, and E.A. Ruveda J. Chem. Soc., Chem. Commun. 1986 418
5. M.P. Mischne, M.G. Sierra, and E.A. Ruveda J. Org. Chem. 49 1984 2035
6. M.A. Gonzalez Tetrahedron 64 2008 445
7. G. Sierra, M.P. Mischne, and E.A. Ruveda Synth. Commun. 15 1985 727
8. X.J. Meng, Y. Liu, W.Y. Fan, B. Hu, W.T. Du, and W.P. Deng Tetrahedron Lett. 50 2009 4983
9. I. Lunardi, G.M.P. Santiago, and P.M. Imamura Tetrahedron Lett. 43 2002 3609
10. P. Basabe, A. Diego, D. Diez, I.S. Marcos, F. Mollinedo, and J.G. Urones Synthesis 2002 1523
11. P. Basabe, A. Diego, D. Diez, I.S. Marcos, and J.G. Urones Synlett 2000 1807
12. L. Du, L.L. Shen, Z.G. Yu, J. Chen, Y.W. Guo, Y. Tang, X. Shen, and H.L. Jiang ChemMedChem 3 2008 173
13. T. Sun, Q. Wang, Z.G. Yu, Y. Zhang, Y.W. Guo, K.X. Chen, X. Shen, and H.L. Jiang ChemBioChem 8 2007 187
14. G. Cimino, D. De Rosa, S. De Stefano, and L. Minale Tetrahedron 30 1974 645
15. J.G. Urones, M.J. Sexmero, A.M. Lithgow, P. Basabe, A. Gomez, I.S. Marcos, A. Estrella, D. Diez, S. Carballares, and H.B. Broughton Nat. Prod. Lett. 6 1995 285
16. J.G. Urones, I.S. Marcos, P. Basabe, A. Gomez, A. Estrella, and A.M. Lithgow Nat. Prod. Lett. 5 1994 217
17. M. Gonzalez Sierra, R.M. Cravero, L.A. Laborde, and E.A. Ruveda J. Chem. Soc., Chem. Commun. 1984 417
18. I.S. Marcos, A. Beneitez, L. Castaneda, R.F. Moro, P. Basabe, D. Diez, and J.G. Urones Synlett 2007 1589
19. I.S. Marcos, P. Basabe, M. Laderas, D. Díez, A. Jorge, J.M. Rodilla, R.F. Moro, A.M. Lithgow, I.G. Barata, and J.G. Urones Tetrahedron 59 2003 2333
20. M.A.F. Leite, M.H. Sarragiotto, P. Imamuna, and A.J. Marsaidi J. Org. Chem. 51 1986 5409
21. D.B. Bigley, N.A.J. Rogers, and J.A. Barltrop J. Chem. Soc. 1960 4613
22. A.F. Barrero, E.J. Alvarez-Manzaneda, J. Altarejos, S. Salido, and J.M. Ramos Tetrahedron 49 1993 10405
23. J.G. Bendall, R.C. Cambie, S.C. Moratti, P.S. Rutledge, and P.D. Woodgate Aust. J. Chem. 48 1995 1747
24. I.S. Marcos, M. Laderas, D. Diez, P. Basabe, R.F. Moro, N.M. Garrido, and J.G. Urones Tetrahedron Lett. 44 2003 5419
25. C.A. Gray, M.T. Davies-Coleman, and D.E.A. Rivett Tetrahedron 59 2003 165
26. Y. Arima, M. Kinoshita, and H. Akita Tetrahedron: Asymmetry 18 2007 1701
27. J.A. Barltrop, J.D. Littlehailes, J.D. Rushton, and N.A.J. Rogers Tetrahedron Lett. 10 1962 429
28. L. Mangoni, and M. Belardini Gazz. Chim. Ital. 93 1963 465