Download PDF
Synlett 1994; 1994(8): 597-598
DOI: 10.1055/s-1994-22939
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.

Pd2+-Promoted Cyclization in Gibberellin Synthesis - A New Strategy for C20 Gibberellin Synthesis

Masahiro Toyota* , Toshihiro Wada, Youichi Nishikawa, Keiko Yanai, Keiichiro Fukumoto
  • *Pharmaceutical Institute, Tohoku University, Aobayama, Sendai 980-77, Japan
Further Information

Publication History

Publication Date:
18 September 2002 (online)

  PDF Download  Permissions and Reprints All articles of this category

The pentacyclic compound 7a, possessing the C20 gibberellin skeleton, is obtained via a 10-step synthetic sequence from 3-ethoxy-2-cyclohexen-1-one (2); the most interesting steps of the overall conversion involve Pd2+-promoted cyclization of the silyl enol ether of 3, and stereoselective intramolecular Diels-Alder reaction of the substrate 6.

      >