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The structure of gascardic acid from an x-ray diffraction study

✍ Scribed by Robert K. Boeckman Jr.; David M. Blum; Edward V. Arnold; Jon Clardy


Publisher
Elsevier Science
Year
1979
Tongue
French
Weight
235 KB
Volume
20
Category
Article
ISSN
0040-4039

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✦ Synopsis


The complete structure of the unique tricyclic sesterterpene gascar ic acid is proposed based on a single crystal x-ray diffraction analysis of the dicyclohexylammonium salt. While the number of known sesterterpenes (Cz5 terpenes) is slowly increasing, they remain the rarest and least well understood class of terpenoid natural products. The sesterterpenes encompass a number of unique carbon skeletons, ring sizes and stereochemical relationships which have provided considerable challenges in structure elucidation and biosynthetic interpretation. 2 Gascardic acid, a lac acid isolated in the late 1950's,3 was the subject of intensive scrutiny by Polonsky, Arigoni and their collaborators and these efforts resulted in expression


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