Synlett 2003(8): 1088-1095
DOI: 10.1055/s-2003-39880
ACCOUNT
© Georg Thieme Verlag Stuttgart ˙ New York

The Ester Dienolate [2,3]-Wittig Rearrangement - Development, Opportunities, and Limitations

Martin Hiersemann*, Lars Abraham, Annett Pollex
Institut für Organische Chemie, Technische Universität Dresden, 01062 Dresden, Germany
Fax: +49(351)46333162; e-Mail: martin.hiersemann@chemie.tu-dresden.de;
Further Information

Publication History

Received 15 October 2002
Publication Date:
11 June 2003 (online)

Abstract

The account summarizes the development of the ester dienolate [2,3]-Wittig rearrangement as a versatile synthetic tool for the construction of highly substituted 3-alkoxycarbonyl-3-hydroxy-substituted 1,5-hexadienes. Furthermore, the account provides an insight into a novel sequential pericyclic reaction employing the 1,5-hexadienes accessible through the ester dienolate [2,3]-Wittig rearrangement.

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Hiersemann, M. unpublished results, TU Dresden, 2000.