Zhang Fengcai, Sang Xinpeng, Zhou Yuqiao, Cao Weidi, Feng Xiaoming
Key Laboratory of Green Chemistry & Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, China.
Org Lett. 2022 Feb 25;24(7):1513-1517. doi: 10.1021/acs.orglett.2c00190. Epub 2022 Feb 11.
The enantioselective [3 + 1]-cycloaddition of racemic donor-acceptor (D-A) aziridines with isocyanides was first realized under mild reaction conditions using a chiral ,-dioxide/Mg complex as catalyst, providing a facile route to enantioenriched -imido azetidines with good to excellent yield (up to 99%) and enantioselectivity (up to 94% ee). An obvious chiral amplification effect was observed in this system, and an explanation was elucidated based on the experimental investigation and X-ray crystal structure of the enantiomerically pure catalyst.
在温和的反应条件下，首次以手性双氧化物/Mg络合物为催化剂，实现了外消旋供体-受体（D-A）氮丙啶与异腈的对映选择性[3 + 1]环加成反应，为对映体富集的β-亚氨基氮杂环丁烷提供了一条简便的合成路线，产率良好至优异（高达99%），对映选择性高达94% ee。在该体系中观察到明显的手性放大效应，并基于对映体纯催化剂的实验研究和X射线晶体结构给出了解释。
