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Synthesis 2015; 47(10): 1357-1378
DOI: 10.1055/s-0034-1378692
DOI: 10.1055/s-0034-1378692
review
Recent Advances in the N-Heterocyclic Carbene (NHC)-Organocatalyzed Stetter Reaction and Related Chemistry
Further Information
Publication History
Received: 06 January 2015
Accepted after revision: 02 February 2015
Publication Date:
09 April 2015 (online)
![](https://www.thieme-connect.de/media/synthesis/201510/lookinside/thumbnails/ss-2015-e0008-r_10-1055_s-0034-1378692-1.jpg)
Abstract
Recent developments in the N-heterocyclic carbene (NHC)-catalyzed umpolung of aldehydes followed by their interception with activated carbon–carbon double bonds, namely the Stetter reaction, are presented. Advances in the inter- and intramolecular versions of this reaction, enantioselective transformations as well as the use of unactivated olefins in this type of reaction are discussed.
1 Introduction
2 Proposed Mechanism of the Stetter Reaction
3 Intramolecular Stetter Reactions
4 Intermolecular Stetter Reactions
5 Hydroacylation Reactions
6 Applications in Total Synthesis
7 Conclusion
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For recent reviews on NHC-organocatalysis, see:
For reviews on the Stetter reaction, see:
For a recent highlight, see:
See also:
For initial reports, see: