A short and efficient synthesis of (-)-diospongin A

Synlett

Volumn , Issue 20, 2006, Pages 3455-3456

  Bressy, Cyril ^a   Allais, Florent ^a   Cossy, Janine ^a  

^a CNRS   (France)

Author keywords

Allylations; Cross metathesis; Natural products; Oxy Michael addition

Indexed keywords

1,7 DIARYLHEPTANOID; BENZALDEHYDE; DIOSPONGIN A; HEPTANOIC ACID DERIVATIVE; NATURAL PRODUCT; UNCLASSIFIED DRUG;

ALLYLATION; ARTICLE; CHEMICAL REACTION; ENANTIOSELECTIVITY; MICHAEL ADDITION; SYNTHESIS;

EID: 33846481142     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-956485     Document Type: Article

References (15)

1. (a) Zhu, J.; Islas-Gonzalez, G.; Bois-Choussy, M. Org. Prep. Proced. Int. 2000, 32, 505.
2. (b) Claeson, P.; Claeson, U. P.; Tuchinda, P.; Rentrakul, V. In Studies in Natural Product Chemistry, Vol. 26; Atta-ur-Rahman, Ed.; Elsevier: Amsterdam, 2002, 881.
3. (c) Kadota, S.; Tezuka, Y.; Prasaim, J. K.; AH, M. S.; Banskota, A. H. Curr. Top. Med. Chem. 2003, 3, 203.
4. (a) Scapagnini, G.; Colombrita, C.; Amadio, M.; D'Agata, V.; Arcelli, E.; Sapienza, M.; Quattrone, A.; Calabrese, V. Antioxid. Redox Signal. 2006, 8, 395.
5. (b) Wang, Z.; Zhang, Y.; Banerjee, S.; Li, Y.; Sarkar, F. H. Cancer 2006, 106, 2503.
6. Mohamad, H.; Lajis, N. H.; Abas, F.; Ali, A. M.; Sukari, M. A.; Kibazuki, H.; Nakatani, N. J. Nat. Prod. 2005, 68, 285.
7. Kim, J.-H.; Lee, K. W.; Lee, M.-W.; Lee, H. J.; Kim, S.-H.; Surh, Y.-J. FEBS Lett. 2006, 580, 385.
8. (a) Chandrasekhar, S.; Shyamsunder, T.; Prakash, S. J.; Prabhakar, A.; Jadadeesh, B. Tetrahedron Lett. 2006, 47, 47.
9. (b) Sawant, K. B.; Jennings, M. P. J. Org. Chem. 2006, 71, 7911.
10. Hafner, A.; Duthaler, R. O.; Marti, R.; Rihs, G.; Rothe-Streit, P.; Schwarzenbach, F. J. Am. Chem. Soc. 1992, 114, 2321.
11. Wensheng, Y.; Yan, M.; Ying, K.; Zhengmao, H.; ZhenDong, J. Org. Lett. 2004, 6, 3217.
12. 3).
13. Compound 5 was obtained from benzaldehyde in two steps: addition of vinylmagnesium bromide and oxidation by using PCC.
14. 3).
15. Yin, J.; Kouda, K.; Tezuka, Y.; Trans, Q. L.; Miyahara, T.; Chen, Y.; Kadota, S. Planta Med. 2004, 70, 54.