Highly efficient synthesis of (+)-nimbiol and other podocarpanes derivatives from sclareol

Synlett

Volumn , Issue 10, 2007, Pages 1589-1590

  Marcos, Isidro S ^a   Beneitez, Alvaro ^a   Castañeda, Lourdes ^a   Moro, Rosalina F ^a   Basabe, Pilar ^a   Diez, David ^a   Urones, Julio G ^a  

^a UNIVERSITY OF SALAMANCA   (Spain)

Author keywords

(+) nimbiol; Diterpenes; Podocarpanes; Sclareol

Indexed keywords

DITERPENE; NIMBIOL; PODOCARPANE DERIVATIVE; SCLAREOL; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL REACTION; DRUG STRUCTURE; DRUG SYNTHESIS;

EID: 34347346169     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2007-982533     Document Type: Article

References (21)

1. (a) Glasby, J. S. Encyclopedia of the Terpenoids, Vol. 1; J. Wiley and Sons: New York, 1982.
2. (b) Glasby, J. S. Encyclopedia of the Terpenoids, Vol. 2; J. Wiley and Sons: New York, 1982.
3. (c) Hanson, J. R. Nat. Prod. Rep. 2006, 23, 875; and references cited therein.
4. (a) Kupchan, S. M.; Karim, A.; Marcks, C. J. Org. Chem. 1969, 34, 3912.
5. (b) Gao, J.; Han, G. Phytochemistry 1997, 44, 759.
6. (c) Son, K.-H.; Oh, H.-M.; Choi, S.-K.; Han, D. C.; Kwon, B.-M. Bioorg. Med. Chem. Lett. 2005, 15, 2019.
7. (a) Thongnest, S.; Mahidol, C.; Sutthivaiyakit, S.; Ruchirawat, S. J. Nat. Prod. 2005, 68, 1632.
8. (b) Rasoamiaranjanahary, L.; Guilet, D.; Marston, A.; Randimbivololona, F.; Hostettmann, K. Phytochemistry 2003, 64, 543.
9. (c) Hostettmann, K.; Terreaux, C. Chimia 2000, 54, 652.
10. (a) Bhar, S. S.; Ramana, M. M. V. J. Org. Chem. 2004, 69, 8935.
11. (b) Hostettmann, K.; Schaller, F. US Patent, 5929124, 2000.
12. (a) Ling, T.; Chowdhury, C.; Kramer, B. A.; Vong, B. G.; Palladino, M. A.; Theodorakis, E. A. J. Org. Chem. 2001, 66, 8843.
13. (b) Ling, T.; Kramer, B. A.; Palladino, M. A.; Theodorakis, E. A. Org. Lett. 2000, 2, 2073.
14. Tada, M.; Okuno, K.; Chiba, K.; Ohnishi, E.; Yoshii, T. Phytochemistry 1994, 35, 539.
15. The Total Synthesis of Natural Products, Vol. 8; ApSimon, J., Ed.; J. Wiley and Sons: New York, 1990.
16. Sengupta, P.; Choudhuri, S. N.; Khastgir, H. N. Tetrahedron 1960, 10, 45.
17. (a) Marcos, I. S.; Basabe, P.; Laderas, M.; Díez, D.; Jorge, A.; Rodilla, J. M.; Moro, R. F.; Lighgow, A. M.; Barata, I. G.; Urones, J. G. Tetrahedron 2003, 59, 2333.
18. (b) Leite, M. A. F.; Sarragiotto, M. H.; Imamuna, P.; Marsaidi, A. J. J. Org. Chem. 1986, 51, 5409.
19. Aladesanmi, A. J.; Odediran, S. A. Fitoterapia 2000, 71, 179.
20. 2: 272.1772; found: 272.1776.
21. Nakano, T.; Alonso, R.; Maillo, M. A.; Martín, A.; Nuñez, R. A. J. Chem. Soc., Perkin Trans. 1 1998, 1423.