2,3,6,7-tetrasubstituted perhydroanthracenes: Stereoselective synthesis and bioconformationality studies

Citation
J. Berninger et al., 2,3,6,7-tetrasubstituted perhydroanthracenes: Stereoselective synthesis and bioconformationality studies, EUR J ORG C, (4), 1999, pp. 875-884
Citations number
12
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
4
Year of publication
1999
Pages
875 - 884
Database
ISI
SICI code
1434-193X(199904):4<875:2PSSA>2.0.ZU;2-Z
Abstract
2,3,6,7-Tetrasubstituted perhydroanthracenes with the relative configuratio n 2 beta,3 alpha,4a alpha,6 beta,7 alpha,8a beta,9a alpha, 10a beta have be en synthesized stereoselectively. The biconformationality of these compound s has been investigated in solution by NMR and in the solid state by X-ray crystallography. A triple-ring flip 2 --> 3 was realized for the first time by the covalently induced transition 29 --> 30.