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N-Heterocyclic Carbene (NHC)-Catalyzed Transformations Involving Azolium Enolates

Mondal, S and Ghosh, A and Biju, AT (2022) N-Heterocyclic Carbene (NHC)-Catalyzed Transformations Involving Azolium Enolates. In: Chemical Record .

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Official URL: https://doi.org/10.1002/tcr.202200054

Abstract

The recent advances in the N-heterocyclic carbene (NHC)-organocatalyzed generation of azolium enolate intermediates and their subsequent interception with electrophiles are highlighted. The NHC-bound azolium intermediates are generated by the addition of NHCs to suitably substituted aldehydes, acid derivatives or ketenes. A broad range of coupling partners can intercept the azolium enolates to form 2+n cycloadducts (n=2,3,4) and various α-functionalized compounds. The enantioselective synthesis of the target compounds are achieved with the use of chiral NHCs. Herein, we summarized the development that occurred in this subclass of NHC catalysis.

Item Type: Journal Article
Publication: Chemical Record
Publisher: John Wiley and Sons Inc
Additional Information: The copyright for this article belongs to The Chemical Society of Japan & Wiley-VCH GmbH.
Keywords: azolium enolates; N-Heterocyclic carbenes (NHC); redox esterification; [2+2] annulation; [3+2] annulation; [4+2] annulation
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 15 Jul 2022 08:59
Last Modified: 15 Jul 2022 08:59
URI: https://eprints.iisc.ac.in/id/eprint/74440

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