Download PDF
Synlett 1996; 1996(11): 1029-1035
DOI: 10.1055/s-1996-5657
account
© 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.

Our Tactics in Ring Enlargement - Construction of Medium and Large Ring Compounds

Werner Tochtermann* , Philip Kraft
  • *Institut für Organische Chemie der Universität Kiel, Olshausenstraße 40, D-24098 Kiel, Germany, Fax +49(0)431/880-1558
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

This Account presents our tactics in the synthesis of medium and large ring compounds. First the application of an oxanorbornadiene → oxepine ring enlargement to the synthesis of a [6]paracyclophane, of hydroazulenes, and bridged furanosides is described. Transformations of the Diels-Alder adduct of cyclooctyne and furan led to the synthesis of (-)-muricatacin and guided our way into Fragrance Chemistry. Finally, the stereoselective synthesis of macrocyclic odorants by way of ring enlargement of cycloalkanones with chiral building blocks is highlighted.

ring enlargement - oxepines - hydroazulenes - macrocyclic odorants - chiral building blocks