Germacrene D Cyclization: An Ab Initio Investigation |
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| Authors: | William N Setzer |
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| Affiliation: | Department of Chemistry, University of Alabama in Huntsville, Huntsville, AL 35899, USA |
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| Abstract: | Essential oils that contain large concentrations of germacrene D are typically accompanied by cadinane sesquiterpenoids. The acid-catalyzed cyclization of germacrene D to give cadinane and selinane sesquiterpenes has been computationally investigated using both density functional (B3LYP/6-31G*) and post Hartree-Fock (MP2/6-31G* *) ab initio methods. The calculated energies are in general agreement with experimentally observed product distributions, both from acid-catalyzed cyclizations as well as distribution of the compounds in essential oils. |
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| Keywords: | germacrene D cadinene muurolene amorphene selinene density functional theory ab initio molecular orbital theory |
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