Stereoselective synthesis of the ghi-ring of maitotoxin, a marine polycyclic ether

Heterocycles

Volumn 74, Issue C, 2007, Pages 259-263

  Satoh, Masanori ^a   Mori, Masaki ^a   Nakata, Tadashi ^a  

^a TOKYO UNIVERSITY OF SCIENCE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 40749137445     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (31)

1. Yokoyama A., Murata M., Oshima Y., Ieashita T., and Yasumoto T. J. Biochem. 104 (1988) 184
2. Takahashi M., Ohizumi Y., and Yasumoto T. J. Biol. Chem. 257 (1982) 7287
3. Murata M., Iwashita T., Yokoyama A., Sasaki M., and Yasumoto T. J. Am. Chem. Soc. 114 (1992) 6594
4. Murata M., Naoki H., Iwashita T., Matsunaga S., Sasaki M., Yokoyama A., and Yasumoto T. J. Am. Chem. Soc. 115 (1993) 2060
5. Murata M., Naoki H., Matsunaga S., Satake M., and Yasumoto T. J. Am. Chem. Soc. 116 (1994) 7089
6. Satake M., Ishida S., Yasumoto T., Murata M., Utsumi H., and Hinomoto T. J. Am. Chem. Soc. 117 (1995) 7019
7. Sasaki M., Matsumori N., Maruyama T., Nonomura T., Murata M., Tachibana K., and Yasumoto T. Angew. Chem., Int. Ed. Engl. 35 (1996) 1672
8. Nonomura T., Sasaki M., Matsumori N., Murata M., Tachibana K., and Yasumoto T. Angew. Chem. Int. Ed. Engl. 35 (1996) 1675
9. Cook L.R., Oinuma H., Semones M.A., and Kishi Y. J. Am. Chem. Soc. 119 (1997) 7928
10. Zheng W., DeMattei J.A., Wu J.-P., Duan J.J.-W., Cook L.R., Oinuma H., and Kishi Y. J. Am. Chem. Soc. 118 (1996) 7946
11. The stereochemistry at the J/K ring junction was recently questioned and discussed;. Gallimore A.R., and Spencer J.B. Angew. Chem. Int. Ecl. 45 (2006) 4406
12. Nicolaou K.C., and Frederick M.O. Angew. Chem. Int. Ed. 46 (2007) 5278
13. Sasaki M., Nonomura T., Murata M., and Tachibana K. Tetrahedron Lett. 35 (1994) 5023
14. Sasaki M., Nonomura T., Murata M., and Tachibana K. Tetraheclron Lett. 36 (1995) 9007
15. Sasaki M., Matsumori N., Murata M., and Tachibana K. Tetrahedron Lett. 36 (1995) 9011
16. Nicolaou K.C., Postema M.H.D., Yue E.W., and Nadin A. J. Am. Chem. Soc. 118 (1996) 10335
17. After the submission of this paper, a paper for the synthesis of the GHIJK-ring has been reported.K.C. Nicolaou, K.P. Cole, M.O. Frederick, R.J. Aversa, R.M. Denton, Angew. Chem., Int. Ed. Published Online, 17 Oct 2007.
18. Nakata T., Nomura S., and Matsukura H. Chem. Pharm. Bull. 44 (1996) 627
19. Nagasawa K., Hori N., Shiba R., and Nakata T. Heterocycles 44 (1997) 105
20. Sakamoto Y., Matsuo G., Matsukura H., and Nakata T. Org. Lett. 3 (2001) 2749
21. Hori N., Matsukura H., Matsuo G., and Nakata T. Tetrahedron Lett. 40 (1999) 2811
22. Hori N., Matsukura H., and Nakata T. Org. Lett. 1 (1999) 1099
23. Matsuo G., Hori N., and Nakata T. Tetrahedron Lett. 40 (1999) 8859
24. Suzuki K., Matsukura H., Matsuo G., Koshino H., and Nakata T. Tetrahedron Lett. 43 (2002) 8653
25. Matsuo G., Kadohama H., and Nakata T. Chem. Lett. (2002) 148
26. Hori N., Matsuo G., Matsukura H., and Nakata T. Tetrahedron 58 (2002) 1853
27. Lewis M.D., Cha J.K., and Kishi Y. J. Am. Chem. Soc. 104 (1982) 4976
28. Cipolla L., Lay L., and Nicotra F. J. Org. Chem. 62 (1997) 6678
29. Freeman P.K., and Hutchinson L.L. J. Org. Chem. 45 (1980) 1924
30. Ireland R.E., and Smith M.G. J. Am. Chem. Soc. 110 (1988) 854
31. +) 701.3721, found 701.3718.