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Organic Chemistry

Studies on a Piscicidal Constituent of Hura crepitans

Part II. Chemical Structure of Huratoxin

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Pages 2113-2126 | Received 15 Jul 1971, Published online: 09 Sep 2014
 

Abstract

It has been elucidated that huratoxin, a piscicidal constituent of the sap of Hura crepitans, is a naturally occurring novel orthoester of a diterpene-hexaol with a 2,4-tetradecadienoic acid. The diterpene-polyol (9) obtained by the acid hydrolysis of hexahydrohuratoxin was converted to an orthoacetate which held an important place in the structure argument. The results of some degradations of huratoxin, coupled with other chemical and spectral data lead to the structure I for huratoxin and its absolute stereostructure was established by X-ray analysis.

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