Title of article
Oxidation of cyclopentane-1,2-dione: a study with 18O labeled reagents
Author/Authors
Indrek Reile، نويسنده , , Anne Paju، نويسنده , , Aleksander-Mati Müürisepp، نويسنده , , T?nis Pehk، نويسنده , , Margus Lopp، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2011
Pages
7
From page
5942
To page
5948
Abstract
The asymmetric oxidation of 3-alkyl-cyclopentane-1,2-diones with the Ti(OiPr)4/tartaric ester/t-BuOOH complex, which gives, in a cascade process, highly enantiomerically enriched γ-lactone acids, was studied by 18O isotopic labeling in the substrate and in the oxidant. The path of the labeled atoms was followed by 13C NMR spectroscopy. It was found that the oxidative ring cleavage of 1,2-dione proceeds via a Baeyer–Villiger-type oxidation mechanism.
Keywords
asymmetric oxidation , Baeyer–Villiger oxidation , 18O Labeling , 1 , 2-diketones
Journal title
Tetrahedron
Serial Year
2011
Journal title
Tetrahedron
Record number
1103516
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