Novel cyclization of unsaturated alcohols by phenyl selenocyanate in the presence of copper BIS(Trifluoromethanesulfonate)

Heterocycles

Volumn 45, Issue 5, 1997, Pages 847-850

  Inoue, Hirofumi ^a   Murata, Shizuaki ^b  

^a NAGOYA UNIVERSITY   (Japan)

^b Showa Denko Materials Co   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0005955030     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-97-7774     Document Type: Article

References (15)

1. Reviews for selenocyanates: (a) H. Rheinboldt, "Methoden der Organischen Chemie (Houben-Weyl)", Vol. 9 ed. by E. Mueller, Georg Thieme Verlag, Stuttgart, 1955, pp. 939-951;
2. (b) E. Bulka, "The Chemistry of Cyanates and Their Thio Derivatives, Part 2", ed. by S. Patai, John Wiley and Sons, Chichester, 1977, Chapter 19.
3. -, see: K. B. Sharpless and M. W. Young, J. Org. Chem., 1975, 40, 947.
4. 3P has been employed to the preparation of alkyl aryl selenides from alcohols, see: P. A. Grieco, S. Gilman, and M. Nishizawa, J. Org. Chem., 1976, 41, 1485.
5. S. Tomoda, Y. Takeuchi, and Y. Nomura, Tetrahedron Lett., 1982, 23, 1361.
6. S. Tomoda, Y. Takeuchi, and Y. Nomura, J. Chem. Soc., Chem. Comm., 1982, 871.
7. A. Toshimitsu, T. Aoai, S. Uemura, and M. Okano, J. Org. Chem., 1980, 45, 1953.
8. S. Uemura, A. Toshimitsu, T. Aoai, and M. Okano, Chem. Lett., 1979, 1359.
9. A. Toshimitsu, T. Aoai, S. Uemura, and M. Okano, J. Org. Chem., 1981, 46, 3021.
10. Trifluoromethanesulfonate was abbreviated as OTf.
11. S. Murata and T. Suzuki, Chem. Lett., 1987, 849.
12. S. Murata and T. Suzuki, Tetrahedron Lett., 1987, 28, 4297.
13. S. Murata and T. Suzuki, Tetrahedron Lett., 1987, 28, 4415.
14. S. Murata and T. Suzuki, Tetrahedron Lett., 1990, 31, 6535.
15. H. Inoue, S. Murata, and T. Suzuki, Liebigs Ann. Chem., 1994, 901.