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Synlett 2023; 34(07): 729-758
DOI: 10.1055/s-0042-1751370
DOI: 10.1055/s-0042-1751370
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Chemical Synthesis and Catalysis in India
Unravelling the Development of Non-Covalent Organocatalysis in India
We would like to thank the Science and Engineering Research Board (SERB), DST-India (ECRA/2016/001975) (date: 03.01.2017) for a research fellowship to J.P. and the Science and Technology Department, Odisha (27562800512017/201296ST) (date: 24.02.2018) for financially supporting our research. J.S. is grateful to the National Institute of Technology Rourkela for a research fellowship.
This paper is dedicated to Dr. Mukund K. Gurjar on his 70th birthday
Abstract
This review is devoted to underpinning the contributions of Indian researchers towards asymmetric organocatalysis. More specifically, a comprehensive compilation of reactions mediated by a wide range of non-covalent catalysis is illustrated. A detailed overview of vividly catalogued asymmetric organic transformations promoted by hydrogen bonding and Brønsted acid catalysis, alongside an assortment of catalysts is provided. Although asymmetric organocatalysis has etched itself in history, we aim to showcase the scientific metamorphosis of Indian research from baby steps to large strides within this field.
1 Introduction
2 Non-Covalent Catalysis and Its Various Activation Modes
3 Hydrogen-Bonding Catalysis
3.1 Urea- and Thiourea-Derived Organocatalysts
3.1.1 Thiourea-Derived Organocatalysts
3.1.2 Urea-Derived Organocatalysts
3.2 Squaramide-Derived Organocatalysts
3.2.1 Michael Reactions
3.2.2 C-Alkylation Reactions
3.2.3 Mannich Reactions
3.2.4 [3+2] Cycloaddition Reactions
3.3 Cinchona-Alkaloid-Derived Organocatalysts
3.3.1 Michael Reactions
3.3.2 Aldol Reactions
3.3.3 Friedel–Crafts Reactions
3.3.4 Vinylogous Alkylation of 4-Methylcoumarins
3.3.5 C-Sulfenylation Reactions
3.3.6 Peroxyhemiacetalisation of Isochromans
3.3.7 Diels–Alder Reactions
3.3.8 Cycloaddition Reactions
3.3.9 Morita–Baylis–Hilman Reactions
4 Brønsted Acid Derived Organocatalysts
4.1 Chiral Phosphoric Acid Catalysis
4.1.1 Diels–Alder Reactions
4.1.2 Addition of Ketimines
4.1.3 Annulation of Acyclic Enecarbamates
5 Conclusion
Key words
asymmetric - organocatalysis - non-covalent - thiourea - urea - squaramide - cinchona alkaloid - Brønsted acidPublication History
Received: 07 June 2022
Accepted after revision: 08 August 2022
Article published online:
12 October 2022
© 2022. Thieme. All rights reserved
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For recent reports on ring-fused chromans, see:
For selected reviews, see: