Download PDF
Synthesis 1995; 1995(8): 964-968
DOI: 10.1055/s-1995-4026
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Acyloxylation of 1-Methoxycyclohex-1-ene and Other Enol Ethers with Dimethyl Peroxydicarbonate

Kurt Schank* , Horst Beck, Susanne Pistorius, Thomas Rapold
  • *Fachrichtung 11.2 Organische Chemie der Universität des Saarlandes, D-66041 Saarbrücken, Germany, Fax +49(681)3034747; E-mail kschank@rzuni-sb.de
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

Acyloxylation of different types of enol ethers (derived from aldehydes and ketones) by dimethyl peroxydicarbonate (DPDC) results in either addition to the double bond or in a formal replacement of an allylic hydrogen by a methoxycarbonyloxy group forming vicinal oxygenated hydrocarbons. 1,3-Oxygenated products via monoacyloxylation could not be observed. The results are compared with copper(I)-catalyzed acyloxylations of 1-methoxycyclohex-1-ene (1a) by means of tert-butyl peroxycarboxylates 2a, b.

enol ether ‘acyloxylation’ dimethyl peroxydicarbonate (DPDC)