A stereoselective synthesis of the azaspiboundecane ring system of (−)-histrionicotoxin from (+)-glutamic acid
Autor: | Jeffrey D. Winkler, James P. Springer, Paul M. Hershberger |
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Rok vydání: | 1986 |
Předmět: | |
Zdroj: | Tetrahedron Letters. 27:5177-5180 |
ISSN: | 0040-4039 |
Popis: | We describe herein the first stereoselective synthesis of the natural (−)-histrionicotoxin ring system, where the chirality is derived from L-glutamic acid. The key transformation involves intramolecular dioxolenone photocycloaddition of a substrate derived from the amino acid, which establishes three of the four chiral centers in (−)-histrionicotoxin. |
Databáze: | OpenAIRE |
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