Enol Ester Synthesis via Cobalt-Catalyzed Regio- and Stereoselective Addition of Carboxylic Acids to Alkynes

Jia-Feng Chen, Changkun Li*

*Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, School of Chemistry and Chemical Engineering Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China, Email: chklisjtu.edu.cn

J.-F. Chen, C. Li, Org. Lett., 2018, 20, 6719-6724.

DOI: 10.1021/acs.orglett.8b02824

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Abstract

A cobalt-catalyzed highly regio- and stereoselective hydro-oxycarbonylation of terminal and internal alkynes with carboxylic acids provides enol esters in high yields. A catalyst in situ generated from Co(BF₄)₂, a tridentate phosphine ligand, and zinc exhibits a higher reactivity than the corresponding cobalt/diphosphine complex.

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Key Words

Esters, Carbonyl Compounds, Enols

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ID: J54-Y2018