A concise and efficient synthesis of salvinal from isoeugenol via a phenoxenium ion intermediate

Tetrahedron Letters

Volumn 47, Issue 52, 2006, Pages 9195-9197

  Wang, Eng Chi ^a   Wein, Yung Shung ^b   Kuo, Yueh Hsiung ^b,c,d  

^a KAOHSIUNG MEDICAL UNIVERSITY   (Taiwan)

^b NATIONAL TAIWAN UNIVERSITY   (Taiwan)

^c AGRICULTURAL BIOTECHNOLOGY RESEARCH CENTER   (Taiwan)

^d CHINA MEDICAL UNIVERSITY   (Taiwan)

Author keywords

Iodobenzene diacetate; Isoeugenol; Oxidative coupling; Salvinal

Indexed keywords

FUNCTIONAL GROUP; HERBACEOUS AGENT; ISOEUGENOL; PHENOXENIUM; SALVINAL; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; QUANTUM YIELD;

EID: 33751195067     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.10.131     Document Type: Article

References (15)

1. Yang Z., Hon P.M., Chui K.Y., Xu Z.L., Chang H.M., Lee C.M., Cui Y.X., Wong H.N.C., Poon C.D., and Fung B.M. Tetrahedron Lett. 32 (1991) 2061-2064
2. Scammells P.J., Baker S.P., and Beauglehole A.R. Bioorg. Med. Chem. 6 (1998) 1517-1524
3. Chen W.Z. Acta Pharm. Sinica 19 (1984) 876-880
4. Wu W.L., Chang W.L., and Chen C.F. Am. J. Chin. Med. 19 (1991) 207-216
5. Chang J.Y., Chang C.Y., Kuo C.C., Chen L.T., Wein Y.S., and Kuo Y.H. Mol. Pharmacol. 65 (2004) 77-84
6. Hutchinson S.A., Luetjens H., and Scammells P.J. Bioorg. Med. Chem. Lett 7 (1997) 3081-3084
7. Kao C.-L., and Chern J.-W. J. Org. Chem. 67 (2002) 6772-6787
8. Kuo Y.-H., and Wu C.-H. J. Nat. Prod. 59 (1996) 625-628
9. Juhasz L., Kurti L., and Antus S. J. Nat. Prod. 63 (2000) 866-870
10. 5: 338.1154. Found: 338.1141.
11. 5: 340.1311. Found: 340.1300.
12. 6: 352.0947. Found: 352.0939.
13. Iliefski T., Li S., and Lundquist K. Tetrahedron Lett. 39 (1998) 2413-2416
14. 5: 342.1467. Found: 342.1481.
15. 13C NMR, EI-MS are all coincident to the reported salvinal.