Bishomocamphenilon,Bishomocamphen und Bishomocamphenilansäure: Synthesen in der Isocamphanreihe, 32. Mitt. |
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| Authors: | Gerhard Buchbauer Helmut Spreitzer Friederike Zechmeister-Machhart Martha Pleßl |
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| Affiliation: | (1) Institut für Pharmazeutische Chemie, Universität Wien, A-1090 Wien, Österreich |
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| Abstract: | Summary Syntheses of the title compounds are described and their olfactive properties discussed. Bishomocamphenilone (2) has been prepared by a Diels-Alder reaction of acrylonitril and cycloheptadiene-1,3 via the bicyclonitril5 which upon geminal chlorination and alkaline oxidation furnished the bishomonorbornanone9 which then could be transformed into2 by twofold methylation.14 has been prepared by action ofMeLi upon2 and bishomocamphene by dehydration of14. Hydroboration of this olefine3 yielded the alcohol15, which could be oxidized to the corresponding aldehyde13 and bishomocamphenilanic acid (4). The configurations of all new compounds has been ascertained.Siehe Lit. [3] |
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| Keywords: | Bishomonorbornane derivatives Camphoraceous odour Diels-Alder reaction 7,7-Dimethylbicyclo[3.2.2]nonane derivatives 6,6-Dimethyl-7-methylen-bicyclo[3.2.2]nonane Earthy odour 6-exo-7.7-Trimethylbicyclo[3.2.2]nonan-6-ol Propano bridge Cycloheptadiene-1,3 |
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