Dynamic kinetic resolution (DKR) of configurationally labile biaryls via enantioselective C−H functionalization

Jie Zhang

Xuanzhu Huo

Yidan Liu

Xiu-Feng Hou

Can Zhu

*Correspondence to: Can Zhu, Research Center for Molecular Recognition and Synthesis, State Key Laboratory of Green Chemical Synthesis and Conversion, Department of Chemistry, Fudan University, Shanghai 200438, China. E-mail: zhucan@fudan.edu.cn

Chiral Chem. 2027;3:202627. 10.70401/cc.2026.0036

Received: June 11, 2026Accepted: August 06, 2026Published: August 07, 2026

This manuscript is made available in its unedited form to allow early access to the reported findings. Further editing will be completed before final publication. As such, the content may include errors, and standard legal disclaimers are applicable.

Abstract

Owing to their stable axial chirality, atropisomeric biaryl compounds have found widespread applications in medicinal chemistry, natural product chemistry, and agricultural chemistry. Up to now, two principal strategies have been established for the synthesis of axially chiral biaryls: the enantioselective construction of the aryl-aryl axis via asymmetric coupling reactions, and the stereoselective modification of a pre-existing axis, which includes asymmetric construction of one aromatic ring, desymmetrization of prochiral substrates, and dynamic kinetic resolution (DKR) of biaryl skeletons. Among these strategies, enantioselective C−H functionalization avoids the use of pre-functionalized substrates and installs sterically demanding groups that enhance rotational barriers, thereby serving as an ideal DKR tool for the construction of atropisomeric biaryls directly from biaryl substrates with low rotational barriers. In this review, based on the nature of the directing groups, we summarize three distinct strategies for enantioselective C−H functionalization of biaryls with free axial rotation: directing group (DG)-mediated, transient DG-enabled, and DG-free approaches. The mechanisms and substrate scopes of selected representative reactions are also briefly discussed.

Keywords

Dynamic kinetic resolution, atropisomeric biaryls, axial rotation, C−H functionalization, directing group

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Zhang J, Huo X, Liu Y, Hou XF, Zhu C. Dynamic kinetic resolution (DKR) of configurationally labile biaryls via enantioselective C−H functionalization. Chiral Chem. 2027;3:202627. https://doi.org/10.70401/cc.2026.0036

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Chiral Chemistry

Dynamic kinetic resolution (DKR) of configurationally labile biaryls via enantioselective C−H functionalization

Jie Zhang

Xuanzhu Huo

Yidan Liu

Xiu-Feng Hou

Can Zhu

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Chiral Chemistry

Dynamic kinetic resolution (DKR) of configurationally labile biaryls via enantioselective C−H functionalization

Jie Zhang

Xuanzhu Huo

Yidan Liu

Xiu-Feng Hou

Can Zhu

Abstract

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References

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