Rhodium-Catalyzed Desymmetric Addition of Boronic Acids to Malononitriles

)-C(α) bond rotation of complexed nitrile and thus enforces precise substrate orientation. Consequently, β-ketonitriles bearing a quaternary stereocenter are obtained in good enantiopurity with versatile reactivity arising from the remaining nitrile, the newly generated ketone, and diverse substituents retained from the malononitrile reactant.

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Publication Details

Journal
Journal of the American Chemical Society
Published
2026-04-12
DOI
https://doi.org/10.1021/jacs.5c23045
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.00

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article

Rhodium-Catalyzed Desymmetric Addition of Boronic Acids to Malononitriles

Jun Wang, Zhongxing Huang, Qiang Zhang, Junjie Cao et al.
Journal of the American Chemical Society
Catalytic C–H Functionalization Methods
article

Rhodium-Catalyzed Desymmetric Addition of Boronic Acids to Malononitriles

Jun Wang, Zhongxing Huang, Qiang Zhang, Junjie Cao, Jianchun Wang, Minghao Zhang
article en

Abstract

)-C(α) bond rotation of complexed nitrile and thus enforces precise substrate orientation. Consequently, β-ketonitriles bearing a quaternary stereocenter are obtained in good enantiopurity with versatile reactivity arising from the remaining nitrile, the newly generated ketone, and diverse substituents retained from the malononitrile reactant.

Journal of the American Chemical SocietyVol. 148(15)
Hong Kong Baptist University (HK), Southern University of Science and Technology (CN), State Key Laboratory of Synthetic Chemistry (CN), Advanced Research Institute (US), University of Hong Kong (HK)
National Natural Science Foundation of China, Research Grants Council, University Grants Committee, Innovation and Technology Commission
Openalex Percentile: Top 31%
Catalytic C–H Functionalization Methods
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