Synthesis of highly functionalized gamma-lactones via 1,5-electrocyclic ring closure

Anac O. , Güngör F. Ş. , Merey G.

HELVETICA CHIMICA ACTA, vol.89, no.6, pp.1231-1240, 2006 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 89 Issue: 6
  • Publication Date: 2006
  • Doi Number: 10.1002/hlca.200690120
  • Title of Journal : HELVETICA CHIMICA ACTA
  • Page Numbers: pp.1231-1240


We have investigated 1,5-electrocyclic ring-closure reactions of conjugated esters with dimethyl diazomalonate in the presence of [Cu(acac)(2)] as catalyst. Our new protocol offers an easy entry to various polyfunctionalized gamma-lactones in high yields. Their subsequent derivatives may be used as valuable intermediates, especially in the synthesis of natural products and their analogues.