Volume 56, Issue 1 pp. 76-77

(1R,2R)-2-(4-Methylenecyclohex-2-enyl)propyl (1R,4S)-camphanate

Ferdinand Körner

Ferdinand Körner

Fachbereich Chemie, Universität Dortmund, Otto-Hahn-Strasse 6, 44221 Dortmund, Germany

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Markus Schürmann

Markus Schürmann

Fachbereich Chemie, Universität Dortmund, Otto-Hahn-Strasse 6, 44221 Dortmund, Germany

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Hans Preut

Hans Preut

Fachbereich Chemie, Universität Dortmund, Otto-Hahn-Strasse 6, 44221 Dortmund, Germany

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Wolfgang Kreiser

Wolfgang Kreiser

Fachbereich Chemie, Universität Dortmund, Otto-Hahn-Strasse 6, 44221 Dortmund, Germany

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First published: 01 July 2004
Citations: 1
Hans Preut, e-mail: [email protected]

Abstract

Esterification of a single diastereomer of 2-(4-methylene­cyclohex-2-enyl)propanol, (II), with (1R,4S)-(+)-camphanic acid [(1R,4S)-4,7,7-trimethyl-3-oxo-2-oxabicyclo[2.2.1]heptane-1-carboxylic acid] leads to the crystalline title compound, C20H28O4. The relative configuration of the camphanate was determined by X-ray diffraction analysis. The outcome clarifies the relative and absolute stereochemistry of the naturally occurring bisabolane sesquiterpenes β-turmerone and β-sesquiphellandrene, since we have converted (II) into both natural products via a stereospecific route.

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