Phosphine-Catalyzed Asymmetric Tandem Isomerization/Annulation of Allyl Amines with Allenoates: Enantioselective Annulation of a Saturated C-N Bond
文献类型: 外文期刊
作者: Zhou, Leijie 1 ; Zhang, Xue 3 ; Wang, Qijun 1 ; Liu, Min 1 ; Wang, Wei 4 ; Wu, Yongjun 4 ; Chen, Liezhong 5 ; Guo, Hongchao 1 ;
作者机构: 1.China Agr Univ, Dept Chem, Beijing 100193, Peoples R China
2.China Agr Univ, Innovat Ctr Pesticide Res, Beijing 100193, Peoples R China
3.Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China
4.Zhengzhou Univ, Coll Publ Hlth, Zhengzhou 450001, Peoples R China
5.Zhejiang Acad Agr Sci, State Key Lab Managing Biot & Chem Threats Qual &, Hangzhou 310021, Peoples R China
期刊名称:ORGANIC LETTERS ( 影响因子:6.072; 五年影响因子:5.592 )
ISSN: 1523-7060
年卷期: 2021 年 23 卷 23 期
页码:
收录情况: SCI
摘要: Under catalysis by chiral phosphine, an asymmetric isomerization/annulation cascade reaction of allylamines with allenoates was realized. A wide range of gamma-substituted allenoates were tolerated to afford chiral pyrroline derivatives in high yields with excellent enantioselectivities. In the reaction, isomerization of readily available N-allylamines to reactive aliphatic imines through a 1,4-proton shift is a key step, which circumvents the isolation of highly unstable alkyl N-sulfonylimines.
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