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Enantioselective Synthesis of N-Benzylic Heterocycles by Ni/Photoredox Dual Catalysis.
Lacker, Caitlin R; DeLano, Travis J; Chen, Emily P; Kong, Jongrock; Belyk, Kevin M; Piou, Tiffany; Reisman, Sarah E.
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  • Lacker CR; The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, United States.
  • DeLano TJ; The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, United States.
  • Chen EP; The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, United States.
  • Kong J; Department of Process Research and Development, Merck & Co., Inc., Rahway, New Jersey 07065, United States.
  • Belyk KM; Department of Process Research and Development, Merck & Co., Inc., Rahway, New Jersey 07065, United States.
  • Piou T; Department of Process Research and Development, Merck & Co., Inc., Rahway, New Jersey 07065, United States.
  • Reisman SE; The Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, United States.
J Am Chem Soc ; 144(44): 20190-20195, 2022 11 09.
Article en En | MEDLINE | ID: mdl-36288571
An asymmetric cross-coupling of α-N-heterocyclic trifluoroborates with aryl bromides using Ni/photoredox dual catalysis has been developed. This C(sp2)-C(sp3) cross-coupling provides access to pharmaceutically relevant chiral N-benzylic heterocycles in good to excellent enantioselectivity when bioxazolines (BiOX) are used as the chiral ligand. High-throughput experimentation significantly streamlined reaction development by identifying BiOX ligands for further investigation and by allowing for rapid optimization of conditions for new trifluoroborate salts.
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Bromuros / Níquel Idioma: En Revista: J Am Chem Soc Año: 2022 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos
Texto completo
Añadir a Mi BVS
Imprimir
XML
PubMed Links
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Texto completo: 1 Colección: 01-internacional Base de datos: MEDLINE Asunto principal: Bromuros / Níquel Idioma: En Revista: J Am Chem Soc Año: 2022 Tipo del documento: Article País de afiliación: Estados Unidos Pais de publicación: Estados Unidos