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Highly E-Selective, Stereoconvergent Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling of Alkenyl Ethers

Guo-Ming Ho, Heiko Sommer, Ilan Marek*

*Schulich Faculty of Chemistry, Technion-Israel Institute of Technology, Technion City, Haifa, 3200009, Israel, Email: chilanmtechnion.ac.il

G.-M. Ho, H. Sommer, I. Marek, Org. Lett., 2019, 21, 2913-2917.

DOI: 10.1021/acs.orglett.9b00946


Abstract

A stereoconvergent, nickel-catalyzed Suzuki-Miyaura cross-coupling enables the conversion of a wide range of alkenyl ethers and aryl boronic esters for the synthesis of variously substituted styrene derivatives. A mixture of E/Z isomers of alkenyl ethers can be employed, thereby circumventing the stereodefined synthesis of starting materials.

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Key Words

styrene derivatives, Suzuki coupling


ID: J54-Y2019