Copper-catalyzed diversified annulations between α-diketones and alkynyl α-diketones

摘要

Copper-catalyzed divergent annulations between alpha-diketones and alkynyl alpha-diketones have been achieved, delivering a series of highly functionalized and biologically important cis-hexahydro-2H-cyclopenta[b]furan (HCPF) and 2-hydroxydihydrofuran-3(2H)-one (HDFO) products with high levels of stereoselectivity under identical conditions. The protocol features the use of earth-abundant copper catalyst, mild conditions, shortening synthetic routes in constructing different molecular frameworks, and reducing the corresponding possible waste production. The substituents of the nucleophilic alpha-diketones play crucial roles in switching the reaction pathways.

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