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Journal Article

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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Citation

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.


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