Homogeneous catalysis. Use of a ruthenium(II) complex for catalysing the ene reaction

(Note: The full text of this document is currently only available in the PDF Version )

William W. Ellis and W. Odenkirk


Abstract

The complex trans-[Ru(salen)(NO)(H2O)]+ catalyses the ene reaction between activated enophiles and olefins to give homoallylic alcohols by a stepwise process.


References

  1. B. B. Snider, in Comprehensive Organic Synthesis, ed. B. M. Trost and I. Fleming, Pergamon, Oxford, 1991, vol. 2, p. 527 and refs. therein Search PubMed .
  2. J. P. Benner, G. B. Gill, J. J. Parrott and B. Wallace, J. Chem. Soc., Perkin Trans. 1, 1984, 291 RSC .
  3. P. M. Wovkulich and M. R. Uskokovich, J. Org. Chem., 1982, 47, 1600 CrossRef CAS .
  4. J. K. Whitesell, A. Bhattacharya, D. A. Aguilar and K. Henke, J. Chem. Soc., Chem. Commun., 1982, 989 RSC ; K. Mikami, T. P. Loh and T. Nakai, Tetrahedron Lett., 1988, 48, 6305 CrossRef CAS .
  5. J. K. Whitesell, K. Nabora and D. Deyo, J. Org. Chem., 1989, 54, 2258 CrossRef CAS .
  6. B. B. Snider and D. J. Rodini, Tetrahedron Lett., 1980, 1815 CrossRef CAS .
  7. B. B. Snider and B. E. Goldman, Tetrahedron Lett., 1986, 42, 2951 CrossRef CAS .
  8. M. Majewski and G. W. Bantle, Synth Commun., 1990, 20, 2549 CAS .
  9. S. Sakane, K. Maruoka and H. Yamamoto, Tetrahedron, 1986, 42, 2203 CrossRef CAS .
  10. K. Michami, M. Terada, E. Sawa and T. Nakai, Tetrahedron Lett., 1991, 32, 6571 CrossRef CAS .
  11. W. Odenkirk, A. L. Rheingold and B. Bosnich, J. Am. Chem Soc., 1992, 114, 6392 CrossRef CAS .
  12. W. Odenkirk, J. Whelan and B. Bosnich, Tetrahedron Lett., 1992, 39, 5729 CrossRef .
  13. J. A. Broomhead, G. Basolo and R. G. Pearson, Inorg. Chem., 1964, 3, 826 CrossRef CAS .
  14. Y. Nakatani and K. Kawashima, Synthesis, 1978, 147 CrossRef CAS .
  15. W. Oppolzer and V. Snieckus, Angew. Chem., Int. Ed. Engl., 1978, 17, 476 CrossRef ; K. Sakai and O. Oda, Tetrahedron Lett., 1972, 4375 CrossRef CAS .
  16. B. B. Snider and E. Ron, J. Am. Chem. Soc., 1985, 107, 8160 CrossRef CAS .
Click here to see how this site uses Cookies. View our privacy policy here.