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Percycloalkylated cyclohexanes: attempted synthesis of a trispropellane
Authors:Karl Justus  Mathias Noltemeyer
Affiliation:a Institut für Organische und Biomolekulare Chemie der Universität Göttingen, Tammannstrasse 2, D-37077 Göttingen, Germany
b Institut für Anorganische Chemie der Universität Göttingen, Tammannstrasse 4, D-37077 Göttingen, Germany
Abstract:The acid catalyzed rearrangement of two cyclohexanols of spiroannelated four-membered rings has been studied. In accordance with molecular mechanics calculations, far-reaching reorganizations with formation of unsaturated hexacyclic systems, including a fully cycloalkylated cyclohexene with a bispropellane partial structure, were observed. Attempts to convert this bispropellane to a trispropellane failed.
Keywords:Polyspiranes   Polycyclic systems   Rearrangements   Molecular mechanics
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