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Paper | Regular issue | Vol 27, No. 5, 1988, pp.1217-1226
Published online, 1st January, 1970
DOI: 10.3987/COM-87-4469
Syntheses in the Isocamphane Series. XXXI1. 7-Oxacamphenilone, 7-Oxacamphene and 7-Oxacampheneilanic Acid

Gerhard Buchbauer* and Herbart Holbik

*Institute of Pharmaceutical Chemistry, University of Vienna, Währinger Strasse 10, A-1090 Vienna, Austria

Abstract

The syntheses of the title compounds and their organoleptic properties are described. 7-Oxacamphenilone (2) has been obtained by twofold methylation of 7-oxanorbornan-2-one (1). The synthesis of 7-oxacamphene (5) has been accomplished by dehydration of 7-oxamethylcamphenilol (4). 7-Oxacamphenilanic acid (8) and some derivatives have been prepared starting with 5 by means of a hydroboration step and subsequent oxidation.