We thank Prof. Tsuneo Imamoto and Dr. Masashi Sugiya for helpful discussion. This work was partially supported by the National Natural Science Foundation of China (Nos. 21172143 and 21232004) and Science and Technology Commission of Shanghai Municipality (No. 09JC1407800), and Nippon Chemical Industrial Co., Ltd. Our thanks also go to the Instrumental Analysis Center of Shanghai Jiao Tong University.
A Palladium-Catalyzed Enantioselective Addition of Arylboronic Acids to Cyclic Ketimines†
Article first published online: 10 JUN 2013
Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Angewandte Chemie International Edition
Volume 52, Issue 29, pages 7540–7544, July 15, 2013
How to Cite
Yang, G. and Zhang, W. (2013), A Palladium-Catalyzed Enantioselective Addition of Arylboronic Acids to Cyclic Ketimines . Angew. Chem. Int. Ed., 52: 7540–7544. doi: 10.1002/anie.201302861
- Issue published online: 11 JUL 2013
- Article first published online: 10 JUN 2013
- Manuscript Received: 6 APR 2013
- National Natural Science Foundation of China. Grant Numbers: 21172143, 21232004
- Science and Technology Commission of Shanghai Municipality. Grant Number: 09JC1407800
- Nippon Chemical Industrial Co., Ltd
- asymmetric catalysis;
Sly as Nicox: A palladium-catalyzed addition of arylboronic acids to ketimines has been developed to efficiently provide products in up to 99 % yield and 96 % ee. The reactions could be run under aerobic conditions and with unpurified trifluoroethanol (TFE). A pyrrolidine compound bearing a chiral α-tertiary amine was synthesized in several steps without loss of enantioselectivity. TFA=trifluoroacetate.