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A nickel-catalyzed asymmetric reductive hydroarylation of vinyl amides to produce enantioenriched α-arylbenzamides is reported. The use of a chiral bisimidazoline (BIm) ligand, in combination with diethoxymethylsilane and aryl halides, enables the regioselective introduction of aryl groups to the internal position of the olefin, forging a new stereogenic center α to the N atom. The use of neutral reagents and mild reaction conditions provides simple access to pharmacologically relevant motifs present in anticancer, SARS-CoV PLpro inhibitors, and KCNQ channel openers.
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Sergio Cuesta‐Galisteo
Johannes Schörgenhumer
Xiaofeng Wei
Angewandte Chemie International Edition
University of Zurich
Universidad de Alcalá
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Cuesta‐Galisteo et al. (Mon,) studied this question.
www.synapsesocial.com/papers/69d8f0fb17a1cc0598d18e34 — DOI: https://doi.org/10.1002/anie.202011342
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