Chiral Borophosphate-Catalyzed Kinetic Resolution of Diaryl Tertiary Alcohols through Dehydration

Optically active diaryl tertiary alcohols are key moieties in natural products and pharmaceuticals, making efficient asymmetric synthesis highly desirable. Catalytic kinetic resolution is a practical strategy for accessing such chiral compounds, yet dehydration-based kinetic resolution methods remain scarce. Herein, we report a metal-free, dehydration-driven kinetic resolution of diaryl tertiary alcohols catalyzed by chiral borophosphates. A range of optically active diaryl tertiary alcohols was afforded in 29-60% yield and 51-98% ee with selectivity factors of 3.7-36.3.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2026-03-17
DOI
https://doi.org/10.1021/acs.joc.6c00308
Primary Topic
Phosphorus compounds and reactions
Type
article
Field-Weighted Citation Impact
0.00
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article

Chiral Borophosphate-Catalyzed Kinetic Resolution of Diaryl Tertiary Alcohols through Dehydration

W. J. Meng, Zhe Cai, Xiaoming Feng, Haifeng Du
The Journal of Organic Chemistry
Phosphorus compounds and reactions
article

Chiral Borophosphate-Catalyzed Kinetic Resolution of Diaryl Tertiary Alcohols through Dehydration

W. J. Meng, Zhe Cai, Xiaoming Feng, Haifeng Du
article en

Abstract

Optically active diaryl tertiary alcohols are key moieties in natural products and pharmaceuticals, making efficient asymmetric synthesis highly desirable. Catalytic kinetic resolution is a practical strategy for accessing such chiral compounds, yet dehydration-based kinetic resolution methods remain scarce. Herein, we report a metal-free, dehydration-driven kinetic resolution of diaryl tertiary alcohols catalyzed by chiral borophosphates. A range of optically active diaryl tertiary alcohols was afforded in 29-60% yield and 51-98% ee with selectivity factors of 3.7-36.3.

The Journal of Organic ChemistryVol. 91(12)
Chinese Academy of Sciences (CN), Beijing National Laboratory for Molecular Sciences (CN), University of Chinese Academy of Sciences (CN)
Clean water and sanitation
Openalex Percentile: Top 18%
Phosphorus compounds and reactions
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