{"title":"Catalytic asymmetric synthesis of 3-monosubstituted oxindoles","authors":"Xigong Liu, Lei Liu","doi":"10.1055/a-2368-8554","DOIUrl":null,"url":null,"abstract":"Chiral 3-monosubstituted oxindoles are privileged structural motifs in a variety of natural products and synthetic pharmaceuticals. However, catalytic asymmetric synthesis of these structural motifs has remained a challenge mainly because of the ease of racemization of the tertiary stereocenter through enolization. In this short review, asymmetric synthetic methods for chiral 3-monosubstituted oxindoles are summarized from the perspective of four different strategies, including Michael addition, carbenoid-mediated C‒H insertion, decarboxylative protonation, and indole oxidation.","PeriodicalId":510101,"journal":{"name":"Synthesis","volume":" 14","pages":""},"PeriodicalIF":0.0000,"publicationDate":"2024-07-18","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthesis","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1055/a-2368-8554","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
Chiral 3-monosubstituted oxindoles are privileged structural motifs in a variety of natural products and synthetic pharmaceuticals. However, catalytic asymmetric synthesis of these structural motifs has remained a challenge mainly because of the ease of racemization of the tertiary stereocenter through enolization. In this short review, asymmetric synthetic methods for chiral 3-monosubstituted oxindoles are summarized from the perspective of four different strategies, including Michael addition, carbenoid-mediated C‒H insertion, decarboxylative protonation, and indole oxidation.