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Facile and Highly Diastereoselective Formation of a Novel Pentacyclic Scaffold by Direct Anodic Oxidation of 2,4-Dimethylphenol

✍ Scribed by Itamar M. Malkowsky; Christina E. Rommel; Katrin Wedeking; Roland Fröhlich; Klaus Bergander; Martin Nieger; Claudia Quaiser; Ulrich Griesbach; Hermann Pütter; Siegfried R. Waldvogel

Publisher: John Wiley and Sons
Year: 2006
Tongue: English
Weight: 142 KB
Volume: 2006
Category: Article
ISSN: 1434-193X
DOI: 10.1002/ejoc.200500517

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✦ Synopsis

Abstract

Electrochemical oxidation of 2,4‐dimethylphenol directly provides pentacyclic systems being generated by an oxidative trimerization. The major pentacyclic scaffold is exclusively formed as a single diastereoisomer and is easily isolated. Three further pentacyclic compounds which occur in minor quantities were also fully characterized including their solid‐state structures. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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