Organocatalytic Asymmetric Michael-Michael Cascade for the Construction of Highly Functionalized N-Fused Piperidinoindoline Derivatives

被引:63
|
作者
Zhao, Yong-Long
Wang, Yao
Cao, Jian
Liang, Yong-Min [1 ]
Xu, Peng-Fei
机构
[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China
关键词
C-H INSERTION; ENANTIOSELECTIVE SYNTHESIS; INDOLE ALKALOIDS; CYCLOADDITION; QUATERNARY; OXINDOLES; STRATEGY;
D O I
10.1021/ol5008185
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Application of indolin-3-one derivatives in a cascade reaction for efficient assembly of complex molecules is a much less explored research area. It is demonstrated that structurally interesting polysubstituted piperidino[1,2-a]indoline compounds containing four contiguous stereocenters including one tetrasubstituted carbon center can be readily obtained with good yields (up to 94% yield) and excellent enantioselectivities (up to >99% ee) by employing indolin-3-one derivatives as substrates via bifunctional catalysis.
引用
收藏
页码:2438 / 2441
页数:4
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