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Synthesis 2025; 57(05): 917-924
DOI: 10.1055/a-2368-8554
DOI: 10.1055/a-2368-8554
short review
Catalytic Asymmetric Syntheses of 3-Monosubstituted Oxindoles
We gratefully acknowledge the National Natural Science Foundation of China (92156008, 22161142016), the Taishan Scholar Program of Shandong Province, Shenzhen Special Funds (JCYJ20220530141205011), and the Natural Science Foundation of Shandong (ZR2020QB018).
Abstract
Chiral 3-monosubstituted oxindoles are privileged structural motifs in a variety of natural products and synthetic pharmaceuticals. However, catalytic asymmetric syntheses of these structural motifs remain challenging, mainly because of the ease of racemization of the tertiary stereocenter through enolization. In this short review, asymmetric synthetic methods for the preparation of 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.
1 Introduction
2 Asymmetric Michael Addition
3 Asymmetric Carbenoid-Mediated C–H Insertion
4 Asymmetric Decarboxylative Protonation
5 Asymmetric Indole Oxidation
6 Others
7 Conclusion
Key words
3-monosubstituted oxindole - asymmetric catalysis - asymmetric synthesis - synthetic method - bioactive moleculesPublication History
Received: 26 June 2024
Accepted after revision: 17 July 2024
Accepted Manuscript online:
18 July 2024
Article published online:
08 August 2024
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