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  • Byrne, Liam, et al. (author)
  • Enantioselective Synthesis of Atropisomeric Biaryls using Biaryl 2,5-Diphenylphospholanes as Ligands for Palladium-Catalysed Suzuki-Miyaura Reactions
  • 2021
  • In: Advanced Synthesis and Catalysis. - : John Wiley & Sons. - 1615-4150 .- 1615-4169. ; 363:1, s. 259-267
  • Journal article (peer-reviewed)abstract
    • Here we describe the development of biaryl 2,5-diphenylphospholanes as a new class of C-2-symmetric, monodentate ligands for asymmetric Suzuki-Miyaura (ASM) reactions. Screening of a series of exemplary phospholanes led to the identification of two ligands that were used to prepare a range of atropisomeric biaryl and heterobiaryl products with good to excellent levels of enantioselectivity (up to 97:3 e.r.) under mild conditions. DFT studies suggest that the formation of a constraining ligand pocket and coordination of one of the biaryl methoxy groups in the optimised ligands to the metal centre is crucial for restricting conformational freedom in the bond-forming step.
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  • Result 1-1 of 1
Type of publication
journal article (1)
Type of content
peer-reviewed (1)
Author/Editor
Norrby, Per-Ola (1)
Sköld, Christian (1)
Byrne, Liam (1)
Munday, Rachel H. (1)
Turner, Andrew R. (1)
Smith, Peter D. (1)
University
Uppsala University (1)
Language
English (1)
Research subject (UKÄ/SCB)
Natural sciences (1)
Year
2021 (1)

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