Download PDF
Synlett 2000; 2000(11): 1585-1588
DOI: 10.1055/s-2000-7909
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.

Exploration of Radical Transannulations Inside A Cycloundecadienyne

Christophe Aïssa* , Anne-Lise Dhimane, Max Malacria
  • *Université P. et M. Curie, Laboratoire de Chimie Organique de Synthèse, UMR 7611, Tour 44-54, B. 229, 4, place Jussieu, 75252 Paris Cedex, France; E-mail: malacria@ccr.jussieu.fr
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

An eleven-membered macrocyclic bromomethyldimethylsilyl propargylic ether has been prepared in order to examine the regioselectivity of a transannular radical process. The vinyl radical intermediate appeared to follow exclusively a 6-(π-endo)endo-trig/7-(π-exo)exo-trig transcyclization course to create a 6,7-bicyclic skeleton.

radical reactions - cyclizations - regioselectivity - macrocycles - bicyclic compounds

      >