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Circular dichroism of sesquiterpene-umbelliferone ethers and structure elucidation of a new derivative isolated from the gum resin “Asa Foetida”
Authors:Otmar Hofer  Michael Widhalm  Harald Greger
Affiliation:(1) Institute of Organic Chemistry, University of Vienna, A-1090 Wien, Austria;(2) Institute of Botany, University of Vienna, A-1030 Wien, Austria
Abstract:
The CD spectra of 16 naturally occurring sesquiterpene-umbelliferone ethers, including the complete set of farnesiferol A isomers with all acetates and 6-oxoderivatives, are reported over the significant wavelength range of 350–200 nm. 11 compounds were isolated from an ldquoAsa Foetidardquo sample and 5 further derivatives, already known as natural products, were obtained by acetylation orJones oxidation. In addition, a new compound — kamolonol (14) — was isolated. Its structure is characterized by twofold methyl migration in the drimenol derived sesquiterpene moiety.1H-NMR, MS, IR, UV, and CD data of the new compound are discussed.Herrn Prof. Dr.K. Schlögl mit den besten Wünschen zum 60. Geburtstag gewidmet.
Keywords:Chiroptical properties  Coumarins  Farnesiferol A and isomers  1H-NMR
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