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

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...

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Main Authors: Bin Yu, Hui Xing, De-Quan Yu, Hong-Min Liu
Format: Article
Language:English
Published: Beilstein-Institut 2016-05-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.12.98
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author Bin Yu
Hui Xing
De-Quan Yu
Hong-Min Liu
author_facet Bin Yu
Hui Xing
De-Quan Yu
Hong-Min Liu
author_sort Bin Yu
collection DOAJ
description 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.
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spelling doaj.art-edaceba8bde34aa89f9a91b89c2cb5712022-12-21T20:00:39ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972016-05-011211000103910.3762/bjoc.12.981860-5397-12-98Catalytic asymmetric synthesis of biologically important 3-hydroxyoxindoles: an updateBin Yu0Hui Xing1De-Quan Yu2Hong-Min Liu3School of Pharmaceutical Sciences & Collaborative Innovation Center of New Drug Research and Safety Evaluation, Zhengzhou University, Zhengzhou 450001, ChinaSchool of Chemistry and Molecular Biosciences, University of Queensland, Brisbane, 4072, Queensland, AustraliaSchool of Pharmaceutical Sciences & Collaborative Innovation Center of New Drug Research and Safety Evaluation, Zhengzhou University, Zhengzhou 450001, ChinaSchool of Pharmaceutical Sciences & Collaborative Innovation Center of New Drug Research and Safety Evaluation, Zhengzhou University, Zhengzhou 450001, ChinaOxindole 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.https://doi.org/10.3762/bjoc.12.983-hydroxyoxindolesoxindolesorganocatalysisspirooxindolestransition metal catalysis
spellingShingle Bin Yu
Hui Xing
De-Quan Yu
Hong-Min Liu
Catalytic asymmetric synthesis of biologically important 3-hydroxyoxindoles: an update
Beilstein Journal of Organic Chemistry
3-hydroxyoxindoles
oxindoles
organocatalysis
spirooxindoles
transition metal catalysis
title Catalytic asymmetric synthesis of biologically important 3-hydroxyoxindoles: an update
title_full Catalytic asymmetric synthesis of biologically important 3-hydroxyoxindoles: an update
title_fullStr Catalytic asymmetric synthesis of biologically important 3-hydroxyoxindoles: an update
title_full_unstemmed Catalytic asymmetric synthesis of biologically important 3-hydroxyoxindoles: an update
title_short Catalytic asymmetric synthesis of biologically important 3-hydroxyoxindoles: an update
title_sort catalytic asymmetric synthesis of biologically important 3 hydroxyoxindoles an update
topic 3-hydroxyoxindoles
oxindoles
organocatalysis
spirooxindoles
transition metal catalysis
url https://doi.org/10.3762/bjoc.12.98
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AT hongminliu catalyticasymmetricsynthesisofbiologicallyimportant3hydroxyoxindolesanupdate