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Nickel-Catalyzed Asymmetric Synthesis of α-Arylbenzamides.
Cuesta-Galisteo, Sergio; Schörgenhumer, Johannes; Wei, Xiaofeng; Merino, Estíbaliz; Nevado, Cristina.
  • Cuesta-Galisteo S; Department of Chemistry, University of Zurich, Winterthurerstrasse 190, CH 8057, Zurich, Switzerland.
  • Schörgenhumer J; Department of Chemistry, University of Zurich, Winterthurerstrasse 190, CH 8057, Zurich, Switzerland.
  • Wei X; Department of Chemistry, University of Zurich, Winterthurerstrasse 190, CH 8057, Zurich, Switzerland.
  • Merino E; Department of Chemistry, University of Zurich, Winterthurerstrasse 190, CH 8057, Zurich, Switzerland.
  • Nevado C; Current address: Department of Organic and Inorganic Chemistry, University of Alcalá, 28805-Alcalá de Henares, Madrid, Spain.
Angew Chem Int Ed Engl ; 60(3): 1605-1609, 2021 01 18.
Article in English | MEDLINE | ID: covidwho-1064320
ABSTRACT
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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Full text: Available Collection: International databases Database: MEDLINE Main subject: Benzamides / Nickel Type of study: Randomized controlled trials Language: English Journal: Angew Chem Int Ed Engl Year: 2021 Document Type: Article Affiliation country: Anie.202011342

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Full text: Available Collection: International databases Database: MEDLINE Main subject: Benzamides / Nickel Type of study: Randomized controlled trials Language: English Journal: Angew Chem Int Ed Engl Year: 2021 Document Type: Article Affiliation country: Anie.202011342