Competing formations of oxonium and carbonyl ylides with carbonylcarbenes

Talinli N. , Anac C., Kumbaraci V.

HELVETICA CHIMICA ACTA, vol.86, no.8, pp.2779-2783, 2003 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 86 Issue: 8
  • Publication Date: 2003
  • Doi Number: 10.1002/hlca.200390227
  • Title of Journal : HELVETICA CHIMICA ACTA
  • Page Numbers: pp.2779-2783


A series of 2-mono- and 2,2-disubstituted 1,3-dioxepin derivatives, two of which also had a carbonyl function in one of their 2-R groups, were prepared and reacted with dimethyl diazomalonate with copper(II) acetylacetonate as a catalyst. Ylide formation probabilities with allyl ether and/or carbonyl functions were investigated. A chemoselectivity in favor of carbonyl ylide was observed.