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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Format: | Article |
Language: | English |
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Beilstein-Institut
2016-05-01
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Series: | Beilstein Journal of Organic Chemistry |
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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. |
first_indexed | 2024-12-20T00:06:03Z |
format | Article |
id | doaj.art-edaceba8bde34aa89f9a91b89c2cb571 |
institution | Directory Open Access Journal |
issn | 1860-5397 |
language | English |
last_indexed | 2024-12-20T00:06:03Z |
publishDate | 2016-05-01 |
publisher | Beilstein-Institut |
record_format | Article |
series | Beilstein Journal of Organic Chemistry |
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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