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Multicatalytic Stereoselective Synthesis of Highly Substituted Alkenes by Sequential Isomerization/Cross-Coupling Reactions

Ciro Romano and Clément Mazet*

*Department of Organic Chemistry, University of Geneva, 30 quai Ernest Ansermet, 1211 Geneva, Switzerland, Email: clement.mazetunige.ch

C. Romano, C. Mazet, J. Am. Chem. Soc., 2018, 140, 4743-4750.

DOI: 10.1021/jacs.8b02134 (free Supporting Information)


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Abstract

A multicatalytic sequential isomerization/cross-coupling sequence enables a stereoselective coupling of readily available alkenyl methyl ethers with various Grignard reagents to provide highly substituted alkenes. A cationic iridium catalyst for the stereoselective isomerization of allyl methyl ethers to methyl vinyl ethers is compatible with a nickel catalyst for the subsequent cross-coupling.

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Key Words

vinylation, arylation


ID: J48-Y2018