Download PDF
Synlett 1990; 1990(1): 42-43
DOI: 10.1055/s-1990-20980
letter
© 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.

Synthesis of γ-Lactones by Iron(III) Perchlorate Oxidation of Malonic Esters in the Presence of Olefins

Attilio Citterio* , Roberto Sebastiano, Marco Nicolini, Roberto Santi
  • *Departimento di Chimica del Politecnico, P.za L. da Vinci 32, I-20133 Milano, Italy
Further Information

Publication History

Publication Date:
08 March 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

Iron(III) perchlorate nonahydrate (FEP) in acetonitrile induces the inter- and intramolecular addition of dialkyl malonates to conjugated olefins (styrenes and dienes) to furnish 3,5,5-trisubstituted 2-oxotetrahydrofuran-3-carboxylic esters 3 in high yield (10 examples). Similar reactions with other olefins give 2-oxotetrahydrofurans (γ-lactones) with lower selectivity.