供体-受体氮丙啶与醛的不对称[3 + 2]环加成反应——碳-碳键断裂
Asymmetric [3 + 2] cycloaddition of donor-acceptor aziridines with aldehydes carbon-carbon bond cleavage.
作者信息
Liao Yuting, Liu Xiaohua, Zhang Yu, Xu Yali, Xia Yong, Lin Lili, Feng Xiaoming
机构信息
Key Laboratory of Green Chemistry & Technology , Ministry of Education , College of Chemistry , Sichuan University , Chengdu 610064 , China . Email:
Collaborative Innovation Center of Chemical Science and Engineering (Tianjin) , China.
出版信息
Chem Sci. 2016 Jun 1;7(6):3775-3779. doi: 10.1039/c5sc04151a. Epub 2016 Feb 23.
An enantioselective [3 + 2] annulation of donor-acceptor aziridines with aldehydes has been realized using a Nd(OTf)/,'-dioxide/LiNTf catalyst system, providing various chiral -1,3-oxazolidines in moderate to good yields with high levels of stereocontrol. A relay catalytic process is proposed where LiNTf promotes the formation of azomethine ylide intermediates, and a chiral Nd(iii)-,'-dioxide complex accelerates the asymmetric cycloaddition.
使用Nd(OTf)/手性双噁唑啉二氧化物/LiNTf催化剂体系实现了供体-受体氮丙啶与醛的对映选择性[3+2]环化反应，以中等到良好的产率提供了各种具有高立体控制水平的手性-1,3-恶唑烷。提出了一种接力催化过程，其中LiNTf促进甲亚胺叶立德中间体的形成，而手性Nd(III)-手性双噁唑啉二氧化物配合物加速不对称环加成反应。
Zotero 插件