First total synthesis of (±)-helibisabonol A

Tetrahedron Letters

Volumn 43, Issue 36, 2002, Pages 6417-6420

  Macías, Francisco A ^a   Marín, David ^a   Chinchilla, David ^a   Molinillo, José M G ^a  

^a UNIVERSITY OF CÁDIZ   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

HELIBISABONOL A; HERBICIDE; HYDROQUINONE DERIVATIVE; METHYLHYDROQUINONE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL REACTION; CRYSTAL STRUCTURE; CYCLIZATION; DIASTEREOISOMER; FRIES REARRANGEMENT; GRIGNARD REACTION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYDROGENATION; MOLECULE; PHYTOTOXICITY; PLANT LEAF; SUNFLOWER; SYNTHESIS;

HELIANTHUS; HELIANTHUS ANNUUS;

EID: 0037009687     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)01381-3     Document Type: Article

References (17)

1. Macías F.A., Molinillo J.M.G., Torres A., Varela R.M., Castellano D. Phytochemistry. 45:1997;683-687.
2. Macías, F. A.; Varela, R. M.; Torres, A.; Molinillo, J. M. G. In Allelopathy in Pests Management for Sustainable Agriculture; Narwal, S. S.; Tauro, P., Eds.; Scientific Publishers: Jodhpur, India, 1996; Chapter 4, pp. 77-92.
3. Macías F.A., Varela R.M., Galindo J.L.G., Torres A., Molinillo J.M.G. Phytochemistry. 2002;60.
4. Vyvyan J.R. Tetrahedron. 58:2002;1631-1646.
5. Duke S. O. Rev. Weed Sci. 2:1986;15-44.
6. Macías, F. A. In Allelopathy: Organisms, Processes, and Applications; Inderjit; Dakshini, K. M. M.; Einhellig, F. A., Eds.; ACS Symposium Series, 582: Washington, DC, USA, 1995; Chapter 23, pp. 310-329
7. Duke, S. O. In The Science of Allelopathy; Putnam, A. R.; Tang, C. S., Eds.; John Wiley & Sons: New York, USA, 1986; Chapter 17, pp. 287-304
8. Duke, S. O.; Dayan, F. E.; Hernandez, A. In Proceedings of Weeds. The 1997 Brighton Crop Protection Conference; Pallett, K. E., Ed.; British Crop Protection Council: Farnham, UK, 1997; Vol. 2, pp. 579-586
9. Rice, E. L. Biological Control of Weeds and Plant Diseases; University of Oklahoma Press: Norman, USA, 1995
10. Waller, G. R.; Yamasaki, K. Advances in Experimental Medicine and Biology; Saponins Used in Food and Agriculture. Plenum Press: New York, 1996; Vol. 405.
11. Ono M., Ogura Y., Hatogai K., Akita H. Tetrahedron: Asymmetry. 6:1995;1829-1832.
12. Fuganti C., Serra S. Synlett. 1998;1252-1254.
13. Sugahara T., Ogasawara K. Tetrahedron: Asymmetry. 9:1998;2215-2217.
14. Trost, B. M.; Fleming, I. Comprehensive Organic Synthesis; Pergamon: Oxford; Vol. 2, 745-747, 1991.
15. -1.
16. 3.
17. Stewart, J. J. P. J. Comput. Chem. 1989, 10, 209. Molecular orbital calculations were carried out using PM3 Hamiltonian as implemented in MOPAC 6.0. Geometries were fully optimized using the PRECISE keyword.