Practical Method for the Rhodium-Catalyzed Addition of Aryl- and Alkenylboronic 
Acids to Aldehydes

Fürstner, Alois; Krause, Helga

doi:10.1002/1615-4169(20010430)343:4<343::AID-ADSC343>3.0.CO;2-Z

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Practical Method for the Rhodium-Catalyzed Addition of Aryl- and Alkenylboronic Acids to Aldehydes

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Fürstner, Alois
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Krause, Helga
Research Department Fürstner, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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引用

Fürstner, A., & Krause, H. (2001). Practical Method for the Rhodium-Catalyzed Addition of Aryl- and Alkenylboronic Acids to Aldehydes. Advanced Synthesis & Catalysis, 343(4), 343-350. doi:10.1002/1615-4169(20010430)343:4<343:AID-ADSC343>3.0.CO;2-Z.

引用: https://hdl.handle.net/11858/00-001M-0000-0024-395F-E

要旨

The arylation or alkenylation of aldehydes with boronic acids is conveniently effected by a catalyst system comprising RhCl₃⋅3 H₂O (1 mol %), the sterically hindered imidazolium salt 2 (1 mol %), and a base. The N-heterocyclic carbene 6 derived from 2 is believed to be the actual ligand to the catalytically active rhodium species formed in situ. The method is compatible with various functional groups in both reaction partners and follows a non-chelation controlled pathway in additions to the Garner aldehyde 23.