Catalytic asymmetric synthesis of pyrrolidine derivatives bearing heteroatom-substituted quaternary stereocenters

被引:20
|
作者
Wang, Zhi-Peng [1 ]
Wu, Qi [1 ]
Jiang, Jia [1 ]
Li, Zi-Rui [1 ]
Peng, Xiao-Jiao [1 ]
Shao, Pan-Lin [1 ]
He, Yun [1 ]
机构
[1] Chongqing Univ, Sch Pharmaceut Sci, Chongqing Key Lab Nat Prod Synth & Drug Res, 55 Daxuecheng South Rd, Chongqing 401331, Peoples R China
来源
ORGANIC CHEMISTRY FRONTIERS | 2018年 / 5卷 / 01期
基金
中国国家自然科学基金;
关键词
FORMAL 3+2 CYCLOADDITION; N-HETEROCYCLIC CARBENES; AZOMETHINE YLIDES; 1,3-DIPOLAR CYCLOADDITION; ENANTIOSELECTIVE SYNTHESIS; ALDOL REACTIONS; STEREOSELECTIVE-SYNTHESIS; METHYL ISOCYANOACETATE; ALPHA-ISOCYANOACETATES; MICHAEL ADDITION;
D O I
10.1039/c7qo00692f
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An enantioselective [3 + 2] cycloaddition of heteroatom-substituted alkenes with alpha-substituted isocyanoacetates has been developed. The resulting cycloadducts could be further transformed to access a number of structurally diverse and biologically important pyrrolidine derivatives which bear sulfur-or oxygen-substituted quaternary stereocenters. Excellent reactivity and enantioselectivity were obtained for a broad range of substrates.
引用
收藏
页码:36 / 40
页数:5
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