Enantioselective Synthesis of Atropisomeric Biaryls using Biaryl 2,5‐Diphenylphospholanes as Ligands for Palladium‐Catalysed Suzuki‐Miyaura Reactions.

Autor:	Byrne, Liam, Sköld, Christian, Norrby, Per‐Ola, Munday, Rachel H., Turner, Andrew R., Smith, Peter D.
Předmět:	SUZUKI reaction LIGANDS (Chemistry) METHOXY group CONFORMATIONAL analysis
Zdroj:	Advanced Synthesis & Catalysis; 1/5/2021, Vol. 363 Issue 1, p259-267, 9p
Abstrakt:	Here we describe the development of biaryl 2,5‐diphenylphospholanes as a new class of C2‐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. [ABSTRACT FROM AUTHOR]
Databáze:	Complementary Index
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