Volume 126, Issue 14 pp. 3758-3761
Zuschrift

Highly Enantioselective Kinetic Resolution of Axially Chiral BINAM Derivatives Catalyzed by a Brønsted Acid

Dr. Dao-Juan Cheng

Dr. Dao-Juan Cheng

Department of Chemistry, South University of Science and Technology of China, Shenzhen, 518055 (China)

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Liang Yan

Liang Yan

Department of Chemistry, University of Science and Technology of China, Hefei, Anhui, 230026 (China)

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Prof. Dr. Shi-Kai Tian

Corresponding Author

Prof. Dr. Shi-Kai Tian

Department of Chemistry, University of Science and Technology of China, Hefei, Anhui, 230026 (China)

Shi-Kai Tian, Department of Chemistry, University of Science and Technology of China, Hefei, Anhui, 230026 (China)

Xin-Yuan Liu, Department of Chemistry, South University of Science and Technology of China, Shenzhen, 518055 (China)

Bin Tan, Department of Chemistry, South University of Science and Technology of China, Shenzhen, 518055 (China)

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Ming-Yue Wu

Ming-Yue Wu

Department of Chemistry, South University of Science and Technology of China, Shenzhen, 518055 (China)

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Lu-Xin Wang

Lu-Xin Wang

Department of Chemistry, South University of Science and Technology of China, Shenzhen, 518055 (China)

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Zi-Li Fan

Zi-Li Fan

Department of Chemistry, South University of Science and Technology of China, Shenzhen, 518055 (China)

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Dr. Sheng-Cai Zheng

Dr. Sheng-Cai Zheng

Department of Chemistry, South University of Science and Technology of China, Shenzhen, 518055 (China)

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Prof. Dr. Xin-Yuan Liu

Corresponding Author

Prof. Dr. Xin-Yuan Liu

Department of Chemistry, South University of Science and Technology of China, Shenzhen, 518055 (China)

Shi-Kai Tian, Department of Chemistry, University of Science and Technology of China, Hefei, Anhui, 230026 (China)

Xin-Yuan Liu, Department of Chemistry, South University of Science and Technology of China, Shenzhen, 518055 (China)

Bin Tan, Department of Chemistry, South University of Science and Technology of China, Shenzhen, 518055 (China)

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Prof. Dr. Bin Tan

Corresponding Author

Prof. Dr. Bin Tan

Department of Chemistry, South University of Science and Technology of China, Shenzhen, 518055 (China)

Shi-Kai Tian, Department of Chemistry, University of Science and Technology of China, Hefei, Anhui, 230026 (China)

Xin-Yuan Liu, Department of Chemistry, South University of Science and Technology of China, Shenzhen, 518055 (China)

Bin Tan, Department of Chemistry, South University of Science and Technology of China, Shenzhen, 518055 (China)

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First published: 03 March 2014
Citations: 52

Financial support from the National Natural Science Foundation of China (Nos. 21232007, 21302088, 21302087), the National Basic Research Program of China (973 Program 2010CB833300), Shenzhen special funds for the development of biomedicine, Internet, new energy, and new material industries (JCYJ20130401144532131, JCYJ20130401144532137), and South University of Science and Technology of China is greatly appreciated.

Abstract

A highly efficient strategy for the kinetic resolution of axially chiral BINAM derivatives involving a chiral Brønsted acid-catalyzed imine formation and transfer hydrogenation cascade process was developed. The kinetic resolution provides a convenient route to chiral BINAM derivatives in high yields with excellent enantioselectivities.

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