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J Org Chem ; 69(5): 1598-602, 2004 Mar 05.
Article in English | MEDLINE | ID: mdl-14987016

ABSTRACT

An entirely two-directional synthesis of (+/-)-perhydrohistrionicotoxin is presented, utilizing a tandem oxime formation/Michael addition/[3 + 2] cycloaddition as the key step. This approach also constitutes formal syntheses of (+/-)-histrionicotoxin and (+/-)-histrionicotoxin 235A.


Subject(s)
Amphibian Venoms/chemical synthesis , Amphibian Venoms/chemistry , Amphibian Venoms/isolation & purification , Animals , Anura , Crystallography, X-Ray , Models, Molecular , Molecular Structure , Skin/chemistry , Stereoisomerism
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