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Organocatalytic umpolung: N-heterocyclic carbenes and beyond
Abstract
The umpolung strategy encompasses all the methods that make organic molecules react in an inverse manner compared to their innate polarity-driven reactivity. This concept entered the field of organocatalysis when it was recognized that N-heterocyclic carbenes (NHCs) can provide catalytic access to acyl anion equivalents. Since then, tremendous efforts have followed to develop a broad variety of NHC-catalyzed reactions. In addition to this, more recent research developments have shown that other families of organocatalysts are also able to mediate transformations in which inversion of polarity is involved. This tutorial review aims at offering a didactic overview of organocatalytic umpolung and should serve as an inspiration for further progress in this field.
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Cited by
Cyclic (Alkyl)(amino)carbenes (CAACs): Recent Developments
Melaimi, M., Jazzar, R., Soleilhavoup, M., & Bertrand, G. (2017) · Angewandte Chemie International Edition · doi:10.1002/anie.201702148 · Cited by 788
Recent advances in N-heterocyclic carbene-based radical catalysis
Ishii, T., Nagao, K., & Ohmiya, H. (2020) · Chemical Science · doi:10.1039/d0sc01538e · Cited by 394
Organocatalysis in biorefining for biomass conversion and upgrading
Liu, D. (. J. )., & Chen, E. Y.-X. (2014) · Green Chem. · doi:10.1039/c3gc41934g · Cited by 101
Shee, S., Mukherjee, S., Gonnade, R. G., & Biju, A. T. (2020) · Organic Letters · doi:10.1021/acs.orglett.0c01756 · Cited by 34
Metadata
- Authors
- Bugaut, X., & Glorius, F.
- Venue
- Chemical Society Reviews
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 2012
- Volume
- 41
- Issue
- 9
- Pages
- 3511
- ISSN
- 0306-0012 (ISSN-L)
- 1460-4744
- OpenAlex
- W2162846787
- Cited by
- 1,394
- References
- 0
- FWCI
- 4.57
- Type
- journal article
- Language
- en
- Open access
- closed
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