Lead(IV) acetate oxidative ring-opening of 2,3-epoxy primary alcohols: a new entry to optically active α-hydroxy carbonyl compounds
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Alvarez-Manzaneda, Enrique; Chahboun, Rachid; Alvarez, Esteban; Alvarez-Manzaneda Roldán, Ramón Jesús![University of Almería authority University of Almería authority](/themes/Mirage2/images/autoridades/autoridad.png)
Date
2011-05-25Abstract
The treatment of 2,3-epoxy primary alcohols with lead(IV) acetate (LTA) leads to α-acetoxy aldehydes or α-acetoxy ketones, through the nucleophilic ring-opening of an intermediate oxonium and the subsequent carbon–carbon bond cleavage. This reaction represents a new route to optically active α-hydroxy carbonyl compounds.
Palabra/s clave
Hydroxycarbonyl compounds
Allyl alcohols
Asymmetric synthesis
Lead tetraacetate