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Relative and absolute configurations of two naturally occurring acetylenic spiroketal enol ether epoxides

✍ Scribed by Walter Birnecker; Bruno Wallnöfer; Otmar Hofer; Harald Greger


Publisher
Elsevier Science
Year
1988
Tongue
French
Weight
773 KB
Volume
44
Category
Article
ISSN
0040-4020

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✦ Synopsis


A&r,& -The underground parts of Artemisia selengensis afforded a new Cl4 acotylenic six-ring epiroketal enol ether epoxide. A closely related diastereomeric compound has been isolated previously, however, the relative configuration of the epoxy ring (anti or syn to a reference oxygen) could not be established. The relative stereochemistries of the anfi-syn pair were elucidated by 1 H-lanthanide induced shifts and comparison of 13C NMR data. The absolute


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Absolute Configurations of Three Natural
✍ Wurz, Gerald ;Hofer, Otmar ;Sanz-Cervera, Juan F. ;Marco, J. Alberto 📂 Article 📅 1993 🏛 John Wiley and Sons 🌐 English ⚖ 307 KB

## Abstract The absolute configurations of three 6,7‐oxygenated acetylenic spiroacetal enol ethers were determined by using the kinetic method of Horeau. The results were confirmed by the circular dichroism of the compounds in correlation with the corresponding 6,7‐epoxide.