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A Bio-Inspired, Catalytic EZ Isomerization of Activated Olefins

Jan B. Metternich and Ryan Gilmour*

*Institute for Organic Chemistry, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster, Germany, Email: ryan.gilmouruni-muenster.de

J. B. Metternich, R. Gilmour, J. Am. Chem. Soc., 2015, 137, 11254-11257.

DOI: 10.1021/jacs.5b07136 (free Supporting Information)


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Abstract

A riboflavin-mediated highly (Z)-selective and operationally simple, catalytic isomerization has been applied to a variety of enone-derived substrates. The reaction can also be used for the synthesis of the medically relevant 4-substituted coumarin scaffold.

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Key Words

isomerizations, unsaturated esters


ID: J48-Y2015