Helical primary structures of 1,2-spiroannelated five-membered rings: attempted synthesis of (±)-tetraspiro[4.0.0.0.4.3.3.3]heneicosane |
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| Authors: | Tien Widjaja Kathrin Meindl |
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| 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 |
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| Abstract: | A β-hydroxy ketone with a helical carbon skeleton of five 1,2-spiroannelated cyclopentane rings is the main product of a Lewis acid catalyzed rearrangement of suitable sized α-hydroxy epoxides followed by an in situ equilibration via retro aldol reactions. Various attempts of a conversion to the title hydrocarbon failed. |
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| Keywords: | Helicenes Spiro compounds α-Hydroxy epoxides Rearrangements |
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