European Journal of Organic Chemistry, volume 2016, issue 5, pages 918-920

Synthesis of 1,4-Diketones from β-Oxo Esters and Enol Acetates by ­Cerium-Catalyzed Oxidative Umpo­lung Reaction

Publication type: Journal Article
Publication date: 2016-01-29
scimago Q2
SJR: 0.584
CiteScore: 5.4
Impact factor: 2.5
ISSN: 1434193X, 10990690
Organic Chemistry
Physical and Theoretical Chemistry
Abstract
Cyclic β-oxo esters are converted with enol acetates in a cerium-catalyzed, oxidative Umpolung reaction to furnish 1,4-diketones with up to 95 % yield. Atmospheric oxygen is the oxidant in this process, which can be regarded as ideal from economic and ecological points of view. Further advantages of this new C–C coupling reaction are its operational simplicity and the application of nontoxic and inexpensive CeCl3·7H2O as precatalyst.
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