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Syntheses in the Isocamphane Series XLII [1]. Synthesis and Odour of 5-exo-Hydroxycamphene (Isonojigiku Alcohol)

Synthesen in der Isocamphanreihe, 42. Mitt. [1]. Synthese und Geruch von 5-exo-Hydroxycamphen (Isonojigikualkohol)

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Summary.

 The synthesis of the title compound is described. Hydroxylation of the endocyclic double bond of 2-acetyl-3,3-dimethylnorborn-5-ene furnished a mixture of nojigiku alcohol and the title compound. A shorter route leads from 2,5-norbornadiene solely to the desired camphoraceous smelling new hydroxy derivative to which the name isonojigiku alcohol is assigned.

Zusammenfassung.

 Die Synthese des bisher unbekannten 5-exo-Hydroxycamphens wird beschrieben. Hydroxylierung der Doppelbindung in 2-Acetyl-3,3-dimethylnorborn-5-en führt zu einem Gemisch der beiden isomeren Camphenalkohole Nojigikualkohol und der Titelverbindung. Ein kürzerer Syntheseweg, ausgehend von 2,5-Norbornadien, führt ausschließlich zur camphrig riechenden Titelverbindung, die mit Isonojigikualkohol bezeichnet wird.

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Authors and Affiliations

  1. Institute of Pharmaceutical Chemistry, University of Vienna, A-1090 Vienna, Austria, AT

    Gerhard Buchbauer, Helmut Spreitzer, Ursula Koller, Irmtraud Bauer & Andreas Wachter

Authors
  1. Gerhard Buchbauer
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  2. Helmut Spreitzer
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  3. Ursula Koller
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  4. Irmtraud Bauer
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  5. Andreas Wachter
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Additional information

Received January 30, 1998. Accepted (revised) March 16, 1998

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Buchbauer, G., Spreitzer, H., Koller, U. et al. Syntheses in the Isocamphane Series XLII [1]. Synthesis and Odour of 5-exo-Hydroxycamphene (Isonojigiku Alcohol). Monatshefte fuer Chemie 129, 865–870 (1998). https://doi.org/10.1007/PL00013494

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  • DOI: https://doi.org/10.1007/PL00013494

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