Title of article
A novel biomimetic synthesis of (S)-(−)-zearalenone: via macrocyclization and transannular aromatization
Author/Authors
Hideki Miyatake-Ondozabal، نويسنده , , Anthony G.M. Barrett، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2010
Pages
4
From page
6331
To page
6334
Abstract
On heating, a hydroxy-keto-dioxinone underwent retro-Diels–Alder fragmentation and the resultant α,γ-diketo-ketene was efficiently trapped intramolecularly by a secondary alcohol to provide a macrocyclic triketo-lactone. Following ketal hydrolysis, transannular aromatization gave the resorcylate natural product, (S)-(−)-zearalenone.
Keywords
Resorcylic acid lactones , Retro-Diels–Alder , Intramolecular ketene trapping , Transannular aromatization , Biomimetic synthesis
Journal title
Tetrahedron
Serial Year
2010
Journal title
Tetrahedron
Record number
1101149
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