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Synthesis 1997; 1997(12): 1353-1377
DOI: 10.1055/s-1997-1384
review
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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
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Publication History

Publication Date:
31 December 2000 (online)

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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

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