Percycloalkylated cyclohexanes: attempted synthesis of a trispropellane

ISSN
0040-4020
Date Issued
2009
Author(s)
Justus, Karl
Beck, Tobias
Noltemeyer, Mathias
DOI
10.1016/j.tet.2009.05.005
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. (C) 2009 Elsevier Ltd. All rights reserved.