Synthetic studies toward merrilactone A: A short synthesis of AB ring motif

Tetrahedron Letters

Volumn 46, Issue 43, 2005, Pages 7407-7410

  Harada, Kenichi ^a   Kato, Hiroaki ^a   Fukuyama, Yoshiyasu ^a  

^a TOKUSHIMA BUNRI UNIVERSITY   (Japan)

Author keywords

1,1 Dibromo 1 alkene; Merrilactone A; Regioselective reduction; Stille and Heck reactions

Indexed keywords

LACTONE DERIVATIVE; MERRILACTONE A; UNCLASSIFIED DRUG;

ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS;

EID: 25444500997     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.08.116     Document Type: Article

References (22)

1. J.-M. Huang, R. Yokoyama, C.-S. Yang, and Y. Fukuyama Tetrahedron Lett. 41 2000 6111 6114
2. J.-M. Huang, C.-S. Yang, M. Tanaka, and Y. Fukuyama Tetrahedron 57 2001 4691 4698
3. V.B. Birman, and S.J. Danishefsky J. Am. Chem. Soc. 124 2002 2080 2081
4. M. Inoue, T. Sato, and M. Hirama J. Am. Chem. Soc. 125 2003 10772 10773
5. Z. Meng, and S.J. Danishefsky Angew. Chem., Int. Ed. 44 2005 1511 1513
6. G. Mehta, and S.R. Singh Tetrahedron Lett. 46 2005 2079 2082
7. I.D. Rae, and A.K. Selelis Aust. J. Chem. 43 1990 1941 1948
8. For regioselective reductions for simple cyclic anhydride using metal hydrides, see: J.J. Bloomfield, and S.L. Lee J. Org. Chem. 32 1967 3919 3924
9. D.M. Bailey, and R. Johnson J. Org. Chem. 35 1970 3574 3576
10. J.E. Lyons Chem. Commun. 1975 412 413
11. P. Morand, and M. Kayser Chem. Commun. 1976 314 315
12. M.M. Kaser, and P. Morand Can. J. Chem. 56 1978 1524 1532
13. H.C. Brown, S.C. Kim, and S. Krishnamurthy J. Org. Chem. 45 1980 1 11
14. 3).
15. B. Fraser-Reid, M.A. Rashma, D.R. Kelly, and R.M. Srivastava J. Org. Chem. 49 1984 1835 1837
16. -1.
17. E.J. Corey, and P.L. Fuchs Tetrahedron Lett. 13 1972 3769 3772
18. W.R. Roush, B.B. Brown, and S.E. Drozda Tetrahedron Lett. 29 1988 3541 3544
19. J. Uenishi, and K. Matsui Tetrahedron Lett. 42 2001 4353 4355
20. W. Shen, and L. Wang J. Org. Chem. 64 1999 8873 8879
21. B.M. Trost, and R. Walchli J. Am. Chem. Soc. 109 1987 3487 3488
22. 4).