Download PDF
Synthesis 1997; 1997(12): 1353-1377
DOI: 10.1055/s-1997-1384
review
© 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.

Application of the Pummerer Reaction Toward the Synthesis of Complex Carbocycles and Heterocycles

Albert Padwa1 , David E. Gunn, Jr., Martin H. Osterhout2
  • 1Department of Chemistry, Emory University, Atlanta, Georgia, 30322, USA, Fax +1(404)72766629; E-mail: Chemap@emory.edu
  • 2Bayer Corporation, Pharmaceutical Division, West Haven, Connecticut, 06516-4175, USA
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

In this review, we demonstrate that the Pummerer reaction can be utilized for the preparation of complex carbocyclic and heterocyclic ring systems. The generation of thionium ions from sulfoxides and their subsequent inter- or intramolecular reactions with π-bonds as an entry to complex ring systems is described in some detail.

Pummerer - α-acyl thionium ion - sulfoxide - cyclization - intramolecular - π-bond - additive - tandem