Frustrated Ion-Pair Catalyzed Efficient Deprotection of Acetals and Ketals

doi:10.6023/cjoc202604046

Chinese Journal of Organic Chemistry Previous Articles Next Articles

空间受阻离子对催化缩醛及缩酮高效脱保护反应

杨超^a, 李若琪^a, 张羽^a, 邹明^a, 陈朋^a,*, 贾振华^b,*

^a河南工业大学前沿交叉科学与技术学院,郑州 450001;
^b复旦大学化学系,上海 200433

收稿日期:2026-04-28 修回日期:2026-05-21
基金资助:
国家自然科学青年基金(No.22401080)和河南工业大学高层次人才科研启动基金(No.2023BS006)等资助项目.

Frustrated Ion-Pair Catalyzed Efficient Deprotection of Acetals and Ketals

Chao Yang^a, Ruoqi Li^a, Yu Zhang^a, Ming Zou^a, Peng Chen^a,*, Zhenhua Jia^b,*

^aCollege of Advanced Interdisciplinary Science and Technology, Henan University of Technology, Zhengzhou, 450001;
^bDepartment of Chemistry, Fudan University, Shanghai, 200433

Received:2026-04-28 Revised:2026-05-21
Contact: ^*E-mail: caist_chenpeng@haut.edu.cn; zhenhua_jia@fudan.edu.cn
Supported by:
National Natural Science Foundation of China (No.22401080) and the Start-up Grant of Henan University of Technology (No.2023BS006).

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Abstract

Acetals and ketals are among the most important protecting groups for carbonyl groups and are widely used in synthetic chemistry. In this work, we presented an efficient deprotection reaction for cyclic acetals and ketals catalyzed by triaryl carbenium ion-pair. Under mild and metal-free conditions within only 20 minutes, a wide range of carbonyl products were obtained in high yields (up to 98%) with excellent functional group tolerance, including aldehydes, ketones and natural products. Moreover, this deprotection process was practical for gram-scale synthesis, featuring simple operation and practical application.

Key words: Metal-free catalysis, Frustrated ion-pair, Deprotection of acetals and ketals

Cite this article

Chao Yang, Ruoqi Li, Yu Zhang, Ming Zou, Peng Chen, Zhenhua Jia. Frustrated Ion-Pair Catalyzed Efficient Deprotection of Acetals and Ketals[J]. Chinese Journal of Organic Chemistry, doi: 10.6023/cjoc202604046.

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空间受阻离子对催化缩醛及缩酮高效脱保护反应

Frustrated Ion-Pair Catalyzed Efficient Deprotection of Acetals and Ketals

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