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Synthesis 2019; 51(09): 1871-1891
DOI: 10.1055/s-0037-1612305
DOI: 10.1055/s-0037-1612305
review
Kinetic Resolution, Dynamic Kinetic Resolution and Asymmetric Desymmetrization by N-Heterocyclic Carbene Catalysis
Further Information
Publication History
Received: 21 December 2018
Accepted after revision: 05 February 2019
Publication Date:
18 March 2019 (online)
Abstract
N-Heterocyclic carbenes (NHCs) are now well-established organocatalysts for a large number of asymmetric and non-asymmetric transformations. In the last 15 years, there has been significant interest in using NHCs in kinetic resolution (KR), dynamic kinetic resolution (DKR) and asymmetric desymmetrization reactions for the stereoselective synthesis of enantioenriched compounds, with diverse substrates and activation modes being adopted to this end. This short review brings into focus the progress made on NHC-catalyzed KR, DKR, and asymmetric desymmetrization from 2004 until December 2018. The literature discussed in this article is classified on the basis of the type of reaction involving the NHC catalyst.
1 Introduction
2 Acylation Strategies
2.1 O-Acylation
2.2 N-Acylation
2.3 C-Acylation
3 Aldol-Acylation Processes
4 Benzoin Reactions
5 Stetter Reactions
6 Miscellaneous Approaches
7 Conclusion
-
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For selected recent reviews on NHC catalysis, see:
For selected reviews on KR reactions, see:
For selected reviews on DKR, see:
For selected reviews on desymmetrization, see:
For reviews, see:
For recent reviews, see: