Synthesis of α-alkylated β-ketoesters by alkoxycarbonylation/Michael addition domino reaction.

J Org Chem

Unité de Catalyse et Chimie du Solide, UMR CNRS 8181, Université Lille Nord de France, ENSCL BP 90108, 59652 Villeneuve d'Ascq, France.

Published: February 2013

The palladium-catalyzed alkoxycarbonylation of an α-chloro ketone can be efficiently combined to a Michael addition reaction in a new two-step domino reaction, allowing the synthesis of original highly functionalized α-alkylated β-ketoesters. The scope of the reaction was extended to several α-chloro ketones and Michael acceptors with moderate to very good yields.

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http://dx.doi.org/10.1021/jo3026143DOI Listing

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