Redox Deracemization of Tertiary Stereocenters Adjacent to an Electron-Withdrawing Group
ACS CATALYSIS(2020)
Abstract
A one-pot redox deracemization of tertiary stereocenters adjacent to an electron-withdrawing group has been reported. By using a sequential redox process consisting of DDQ-catalyzed MnO2 oxidation and asymmetric transfer hydrogenation, efficient deracemization proceeded with high levels of chemo- and enantioselectivities, enabling asymmetric access to tertiary stereocenters bearing diverse electron-withdrawing groups including perfluoroalkyl, cyano, and ester moieties, which are otherwise difficult to synthesize.
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Key words
asymmetric catalysis,deracemization,trifluoromethyl,nitrile,synthetic methods
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