Download PDF
Synlett 1997; 1997(8): 995-997
DOI: 10.1055/s-1997-934
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.

A Novel Sm(II)-Induced Route to Highly Substituted Benzannulated Cyclooctanol Derivatives

Faiz Ahmed Khan, Regina Czerwonka, Reinhold Zimmer, Hans-Ulrich Reissig*
  • *Institut für Organische Chemie der Technischen Universität Dresden, D-01062 Dresden, Germany, Fax: +49 351 463 7030, E-mail: Hans.Reissig@chemie.tu-dresden.de
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

Siloxycyclopropane derivatives 3 with a suitable styrene side chain can effectively be ring opened to precursors 2 which undergo reductive ring closure with SmI2 to furnish benzannulated cyclooctanols 1 or lactones 7 derived thereof. Tricyclic lactone 7c can be further substituted by conversion into a bridgehead enolate and reactions with electrophiles.

siloxycyclopropanes - samarium(II) iodide - Stille coupling - cyclooctanol - alkylation

      >