Facile Synthesis of Chiral <i>gem</i> ‐Difluorocyclopropanes via Rhodium‐Catalyzed Hydrogenation

A rhodium‐catalyzed asymmetric hydrogenation of gem ‐difluorocyclopropenyl esters or ketones has been achieved, affording the disubstituted cis ‐ gem ‐difluorocyclopropanes with high enantio‐ and diastereoselectivities (up to 99% ee and &gt;20:1 dr). Furthermore, the hydrogenation proceeds smoothly at gram scale without erosion of activity and enantioselectivity. The chiral gem ‐difluorocyclopropane products could be transformed into chiral building blocks and bioactive molecule.

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Publication Details

Journal
Advanced Synthesis & Catalysis
Published
2025-11-12
DOI
https://doi.org/10.1002/adsc.70169
Primary Topic
Fluorine in Organic Chemistry
Type
article
Field-Weighted Citation Impact
0.00

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article

Facile Synthesis of Chiral gem ‐Difluorocyclopropanes via Rhodium‐Catalyzed Hydrogenation

Shijian Yin, Mu‐Wang Chen, Xinsheng Zhang, Yong‐Gui Zhou et al.
Advanced Synthesis & Catalysis
Fluorine in Organic Chemistry
article

Facile Synthesis of Chiral gem ‐Difluorocyclopropanes via Rhodium‐Catalyzed Hydrogenation

Shijian Yin, Mu‐Wang Chen, Xinsheng Zhang, Yong‐Gui Zhou, Zheng Liu
article en

Abstract

A rhodium‐catalyzed asymmetric hydrogenation of gem ‐difluorocyclopropenyl esters or ketones has been achieved, affording the disubstituted cis ‐ gem ‐difluorocyclopropanes with high enantio‐ and diastereoselectivities (up to 99% ee and &gt;20:1 dr). Furthermore, the hydrogenation proceeds smoothly at gram scale without erosion of activity and enantioselectivity. The chiral gem ‐difluorocyclopropane products could be transformed into chiral building blocks and bioactive molecule.

Advanced Synthesis & CatalysisVol. 368(1)
Dalian Institute of Chemical Physics (CN), Dalian Medical University (CN), Dalian University of Technology (CN), Second Affiliated Hospital of Dalian Medical University (CN)
National Natural Science Foundation of China, Dalian Medical University, Dalian Institute of Chemical Physics
Openalex Percentile: Top 72%
Fluorine in Organic Chemistry
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Facile Synthesis of Chiral <i>gem</i> ‐Difluorocyclopropanes via Rhodium‐Catalyzed Hydrogenation — Shijian Yin, Mu‐Wang Chen, et al. · Advanced Synthesis & Catalysis (2025) | TGRS Research Map | TGRS