Zur Synthese von 1-(3,3-Dimethyl-2-norbornyl)-äthanon |
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| Authors: | Mag. pharm. Dr. Gerhard Buchbauer Günther W. Hana Heinrich Koch |
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| Affiliation: | (1) Pharmazeutisch-Chemisches Institut, Universität Wien, Währinger Straße 10, A-1090 Wien, Österreich |
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| Abstract: | An improved synthesis of the title compound (1) is described. The catalytical action of variousLewis acids on the sterically hinderedDiels-Alder reaction of mesityl oxide with cyclopentadiene has been investigated. The mixture ofendo- andexo-isomers of the unsaturated intermediate2 yielded pure1 on hydrogenation and isomerization by sodium methoxide. The proof of theexo-configuration of the acetyl group has been achieved by mass spectra and 100 MHz1H-NMR spectra.
Herrn Prof. Dr.M. Pailer mit den besten Wünschen zum 65. Geburtstag gewidmet. |
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