Carboxonium-ionen-reaktionen V. synthese von 1,3-oxathiolen und deren fragmentierung zu β-thia-γ,δ-enonen

https://doi.org/10.1016/S0040-4039(00)97528-2Get rights and content

Abstract

1,3-Oxathioles 5 are formed in high yields upon treatment of 5-chloromethyl-1,3-oxathiolanes 3 with potassium t-butoxide in dimethyl sulfoxide at room temperature. The protoncatalyzed fragmentation of 5 leads in good yields to the new β-thia-γ,δ-enones 6.

Literatur (15)

  • J. Mattay et al.

    Liebigs Ann. Chem.

    (1981)
  • H.-D. Scharf et al.

    Chem. Ber.

    (1978)
  • C. Bak et al.

    Chem. Ber.

    (1979)
    C. Bak et al.

    J. Heterocycl. Chem.

    (1980)
  • S. Mataka et al.

    J. Org. Chem.

    (1978)
  • U.Jacobsson Kempe et al.

    J. Chem. Soc. Perkin Trans. I

    (1978)
  • K. Oka et al.

    Tetrahedron Lett.

    (1980)
    K. Oka et al.

    J. Am. Chem. Soc.

    (1981)
There are more references available in the full text version of this article.

Cited by (0)

View full text