Download PDF
Synlett 1990; 1990(12): 729-730
DOI: 10.1055/s-1990-21227
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.

An Oxy-Cope Route to the Taxane AB Ring System

Paul A. Zucker* , Joseph A. Lupia
  • *Department of Chemistry, Seton Hall University, South Orange, New Jersey 07079, USA
Further Information

Publication History

Publication Date:
08 March 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

The bridged taxane AB ring system is constucted via an oxy-Cope reaction of 6-hydroxy-7,7-dimethyl-1,6-divinylbicyclo-[3.1.1]heptane. The outcome of the intramolecular ketene-olefin cycloaddition of 2-ethylidene-7-methyl-6-octenoyl chloride used to construct the required oxy-Cope substrate is shown to be highly sensitive to 3-methyl substitution on the chain connecting the ketene and olefin.

      >