期刊
ACS CATALYSIS
卷 13, 期 21, 页码 13994-13999出版社
AMER CHEMICAL SOC
DOI: 10.1021/acscatal.3c03867
关键词
C-H activation; catalysis; palladium; enantioselective; atroposelective; phenol; naphthol; atropoisomers
This article describes the discovery and development of a palladium-catalyzed asymmetric C-H olefination of 2-hydroxybiaryls. The strategy allows a direct assembly of optically active, axially chiral 2-substituted-2'-hydroxybiaryls from readily available precursors and demonstrates the efficiency of the native hydroxy unit as a directing group for the C-H activation. Compared to other methods that require preinstallation of metal coordinating units, this approach offers simplicity and versatility, enabling the practical and efficient synthesis of a wide variety of optically active binaphthyl derivatives.
This article describes the discovery and development of a palladium-catalyzed asymmetric C-H olefination of 2-hydroxybiaryls. The strategy allows a direct assembly of optically active, axially chiral 2-substituted-2 '-hydroxybiaryls from readily available precursors and demonstrates that the native hydroxy unit of the substrates can work as an efficient directing group for the C-H activation. This represents a substantial advantage over other approaches that require the preinstallation of metal coordinating units. The simplicity of the approach and versatility of the products allow a practical and efficient synthesis of a broad variety of optically active binaphthyl derivatives.
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