PDF herunterladen
Synthesis 1993; 1993(9): 920-930
DOI: 10.1055/s-1993-25969
feature article
© 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.

Asymmetric Heck Reaction: Catalytic Asymmetric Syntheses of Bicyclic Enones, Dienones and the Key Intermediate for Vernolepin

Kazuhiro Kondo* , Mikiko Sodeoka, Miwako Mori, Masakatsu Shibasaki
  • *Faculty of Pharmaceutical Sciences, University of Tokyo, Hongo, Bunkyo-ku, Tokyo 113, Japan
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
29. April 2002 (online)

  als PDF herunterladen  Lizenzen und Reprints Alle Artikel dieser Rubrik

Bicyclic enone 23a, a functionalized decalin derivative, has been synthesized in up to 86% ee by an asymmetric Heck reaction starting with bisallylic alcohol 24. Enone 23a has been converted to 19, a key intermediate in the synthesis of vernolepin (14). Furthermore, bicyclic dienone 43 has been synthesized in up to 83% ee from the prochiral dienone 39.