Enantioselective, electrocatalytic lactonization of methyl-substituted diols on a TEMPO-modified graphite felt electrode in the presence of (-)-sparteine

Chemistry Letters

Volumn , Issue 12, 1996, Pages 1043-1044

  Yanagisawa, Yoshinori ^a   Kashiwagi, Yoshitomo ^a   Kurashima, Futoshi ^a   Anzai, Jun Ichi ^a   Osa, Tetsuo ^a   Bobbitt, James M ^b  

^a TOHOKU UNIVERSITY   (Japan)

^b UNIVERSITY OF CONNECTICUT   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 21444441707     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.1996.1043     Document Type: Article

References (17)

1. a) M. Schmid and R. Barner, Helv. Chim. Acta, 62, 464 (1979);
2. b) S. Suzuki, F. Mori, T. Takigawa, K. Ibata, Y. Ninagawa, T. Nishida, M. Mizuno, and Y. Tanaka, Tetrahedron Lett., 24, 5103 (1983);
3. c) F. E. Zieger, W. T. Cain, A. Kneisley, E. P. Stirchak, and R. T. Wester, J. Am. Chem. Soc., 110, 5434(1988);
4. d) F. E. Zieger, W. T. Cain, A Kneisley, E. P. Stirchak, and R. T. Wester, J. Am. Chem. Soc., 110, 5442 (1988);
5. e) F. E. Ziegler and W. T. Cain, J. Org. Chem., 54, 3347(1989).
6. K. Mori, Tetrahedron, 39, 3107 (1983).
7. a) H. G. W. Leuenberger, W. Boguth, R. Barner, M. Schmidt, and R. Zell, Helv: Chim. Acta, 62, 455 (1979);
8. b) H. Ohta, H. Tetsukawa, and N. Noto, J. Org. Chem., 47, 2400 (1982).
9. a) T. Miyazawa and T. Endo, J. Org. Chem., 50, 3930 (1985);
10. b) T. Inokuchi, S. Matsumoto, T. Nishiyama, and S. Torii, J. Org. Chem., 52, 2559 (1987);
11. c) P. L. Anelli, S. Banfi, F. Montanari, and S. Quici, J. Org. Chem., 54, 2070 (1989).
12. a) Y. Kashiwagi, H. Ono, and T. Osa, Chem. Lett., 1993, 257;
13. b) T. Osa, Y. Kashiwagi, Y. Yanagisawa, and J. M. Bobbitt, J. Chem. Soc., Chem. Commun., 1994, 2535.
14. The values were determined by back titration with 0.2 M HCl.
15. The conditions for GC and HPLC are described in Table 1 footnotes of e and f, respectively.
16. A. J. Irwin and J. B. Jones, J. Am. Chem. Soc., 99, 556 (1977).
17. K. Mori, Tetrahedron, 31, 3011 (1975).