Catalytic asymmetric synthesis of biologically important 3-hydroxyoxindoles: an update

被引:55
作者
Yu, Bin [1 ,2 ]
Xing, Hui [3 ]
Yu, De-Quan [1 ,2 ]
Liu, Hong-Min [1 ,2 ]
机构
[1] Zhengzhou Univ, Sch Pharmaceut Sci, Zhengzhou 450001, Peoples R China
[2] Zhengzhou Univ, Collaborat Innovat Ctr New Drug Res & Safety Eval, Zhengzhou 450001, Peoples R China
[3] Univ Queensland, Sch Chem & Mol Biosci, Brisbane, Qld 4072, Australia
来源
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2016年 / 12卷
基金
中国国家自然科学基金;
关键词
3-hydroxyoxindoles; oxindoles; organocatalysis; spirooxindoles; transition metal catalysis; HIGHLY ENANTIOSELECTIVE CONSTRUCTION; FRIEDEL-CRAFTS REACTION; BAYLIS-HILLMAN REACTION; ALDOL REACTION; STEREOSELECTIVE-SYNTHESIS; ORGANOCATALYTIC CONSTRUCTION; CASCADE REACTIONS; ISATINS; SPIROOXINDOLES; ALLYLATION;
D O I
10.3762/bjoc.12.98
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Oxindole scaffolds are prevalent in natural products and have been recognized as privileged substructures in new drug discovery. Several oxindole-containing compounds have advanced into clinical trials for the treatment of different diseases. Among these compounds, enantioenriched 3-hydroxyoxindole scaffolds also exist in natural products and have proven to possess promising biological activities. A large number of catalytic asymmetric strategies toward the construction of 3-hydroxyoxindoles based on transition metal catalysis and organocatalysis have been reported in the last decades. Additionally, 3-hydroxyoxindoles as versatile precursors have also been used in the total synthesis of natural products and for constructing structurally novel scaffolds. In this review, we aim to provide an overview about the catalytic asymmetric synthesis of biologically important 3-substituted 3-hydroxyoxindoles and 3-hydroxyoxindole-based further transformations.
引用
收藏
页码:1000 / 1039
页数:40
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