Kinetic Resolution of 2H-Azirines by Asymmetric Imine Amidation
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- 作者：Haipeng Hu ; Yangbin Liu ; Dr. Lili Lin ; Yuheng Zhang ; Prof. Dr. Xiaohua Liu and Prof. Dr. Xiaoming Feng
- 刊名：Angewandte Chemie International Edition
- 出版年：2016
- 出版时间：August 16, 2016
- 年：2016
- 卷：55
- 期：34
- 页码：10098-10101
- 全文大小：849K
- ISSN：1521-3773
文摘
Highly efficient kinetic resolution of 2H-azirines by an asymmetric imine amidation was achieved in the presence of a chiral N,N′-dioxide/ScIII complex, thus providing a promising method to obtain the enantioenriched 2H-azirine derivatives and protecting-group free aziridines at the same time. It is rare to find an example of N1 of an oxindole participating in a reaction over C3. Moreover, chiral 2H-azirines were stereospecifically transformed into an unprotected aziridine and α-amino ketone.