A concise synthesis of honokiol

Tetrahedron Letters

Volumn 50, Issue 10, 2009, Pages 1151-1152

  Chen, Chang Ming ^a   Liu, Yeuk Chuen ^a  

^a NATIONAL TAIWAN OCEAN UNIVERSITY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

4 ALLYL 2 BROMOANISOLE; 4 HYDROXYPHENYLBORONIC ACID; 5 ALLYL 4' ALLYLOXY 2 METHOXY BIPHENYL; ANISOLE DERIVATIVE; BIPHENYL DERIVATIVE; BORONIC ACID DERIVATIVE; HONOKIOL; LEWIS ACID; UNCLASSIFIED DRUG;

ALLYLATION; ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CLAISEN REARRANGEMENT; DEMETHYLATION; ONE POT SYNTHESIS; SUZUKI REACTION; SYNTHESIS;

EID: 58349108270     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2008.12.095     Document Type: Article

References (22)

1. Kong Z.L., Tzeng S.C., and Liu Y.C. Bioorg. Med. Chem. Lett. 15 (2005) 163 and references cited therein
2. Matsuda H., Kageura T., Oda M., Morikawa T., Sakamoto Y., and Yoshikawa M. Chem. Pharm. Bull. 49 (2001) 716
3. Liou K.-T., Shen Y.-C., Chen C.-F., Tsao C.-M., and Tsai S.-K. Eur. J. Pharmacol. 475 (2003) 19
4. Tse K.-W., Wan C.-K., Shen X.-L., Yang M., and Fong W.-F. Biochem. Pharmacol. 70 (2005) 1443
5. Amblard F., Govindarajan B., Lefkove B., Rapp K.L., Detorio M., Arbiser J.L., and Schinazi R.F. Bioorg. Med. Chem. Lett. 17 (2007) 4428
6. Fukuyama Y., Nakade K., Minoshima Y., Yokoyama R., Zhai H., and Mitsumoto Y. Bioorg. Med. Chem. Lett. 12 (2002) 1163
7. Esumi T., Makado G., Zhai H., Shimizu Y., Mitsumotob Y., and Fukuyama Y. Bioorg. Med. Chem. Lett. 14 (2004) 2621 and references cited therein
8. Takeya T., Okubo T., and Tobinaga S. Chem. Pharm. Bull. 34 (1986) 2066
9. For recent reviews of Suzuki-Miyaura coupling see:. Miyaura N. Organoboron compounds Cross-Coupling Reaction A Practical Guide. Topics in Current Chemistry Vol. 219 (2002), Springer, Berlin
10. Suzuki A. Proc. Jpn. Acad., Ser. B 80 (2004) 359
11. Kotha S., Lahiri K., and Kashinath D. Tetrahedron 58 (2002) 9633
12. For recent reviews of Claisen rearrangement see:. Castro A.M.M. Chem. Rev. 104 (2004) 2939
13. Majumdar K.C., Alam S., and Chattopadhyay B. Tetrahedron 64 (2008) 597
14. El-Feralys F.S., Cheatham S.F., and Breedlove R.L. J. Nat. Prod. 46 (1983) 493
15. Honda T., and Shigehisa H. Org. Lett. 8 (2006) 657
16. Johnson J.B., Bercot E.A., Williams C.M., and Rovis T. Angew. Chem., Int. Ed. 46 (2007) 4514
17. Larsen R.D., King A.O., Chen C.Y., Corley E.G., Foster B.S., Roberts F.E., Yang C., Lieberman D.R., Reamer R.A., Tschaen D.M., Verhoeven T.R., and Reider P.J. J. Org. Chem. 59 (1994) 6391
18. Pan C., Liu M., Zhang L., Wu H., Ding J., and Cheng J. Catal. Commun. 9 (2008) 508
19. Littke A.F., Dai C., and Fu G.C. J. Am. Chem. Soc. 122 (2000) 4020
20. Littke A.F., and Fu G.C. Angew. Chem., Int. Ed. 37 (1998) 3387
21. Billingsley K.L., Barder T.E., and Buchwald S.L. Angew. Chem., Int. Ed. 46 (2007) 5359
22. f 0.45). The desired product, 5-allyl-2-methoxybiphenyl-4′-ol, was obtained as oil (26 mg, 83%).