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Organocatalytic Enantiodifferentiation of Two Aryl Groups with Similar Steric Hindrances: Construction of gem ‐Diaryl Acyclic Quaternary Stereocenters

Year: 2026

Type: article

Abstract: Enantiodifferentiation of two aryl groups with similar steric hindrances is challenging. Although reactions involving diaryl ketones, diaryl alkenes, diaryl imines, diaryl carbenes, and diaryl radicals as substrates or intermediates have been reported for this purpose, successful enantiodifferentiation via diaryl conjugated carbanion intermediates has yet to be achieved. Moreover, existing methodologies predominantly rely on transition-metal catalysis and are largely limited to the construction of gem-diaryl tertiary stereocenters, with no examples reported for the construction of gem-diaryl acyclic quaternary stereocenters. In this study, we have developed a phase-transfer catalyst enabled enantiodifferentiation of two aryl groups with similar steric hindrances via diaryl conjugated carbanion intermediates. With this new approach, a variety of gem-diaryl compounds bearing acyclic all-carbon quaternary stereocenters were synthesized in high yields and excellent enantioselectivities.

Source: Angewandte Chemie International Edition

DOI: 10.1002/anie.7610637

Authors: Yuan‐Jie Wei, Zi‐Cheng Hong, Jun‐Yi Ma, Dantong XU, Yi‐Lin Yu, Nuo Chen, Zi‐Feng Jin, Shao‐Fei Ni, Yong‐Feng Cheng

Institutions: Anhui Normal University, Shantou University, Hong Kong University of Science and Technology

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: National Natural Science Foundation of China, Excellent Young Talents Fund Program of Higher Education Institutions of Anhui Province

OpenAlex ID: W7225205939

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Cites: 53

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