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N-Heterocyclic Carbenes in Organocatalysis

N-Heterocyclic Carbenes in Organocatalysis

Akkattu T. Biju

ISBN: 978-3-527-80907-3

Mar 2019

448 pages

Select type: E-Book


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Summarizing the emerging field of N-heterocyclic carbenes used in organocatalysis, this is an excellent overview of the synthesis and applications of NHCs focusing on carbon-carbon and carbon-heteroatom bond formation. Alongside comprehensive coverage of the synthesis, characteristics and applications, this handbook and ready reference also includes chapters on NHCs for polymerization reactions and natural product synthesis.
Introduction to NHCs, synthesis, electronic and steric properties
The various modes of action of NHCs in organocatalysis
NHC-catalyzed umpolung of aldehydes: The benzoin reaction
Acyl anion addition to Michael acceptors: The Stetter reaction
NHC-catalyzed generation of homoenolates and related chemistry
NHC-catalyzed cascade processes for carbocycles and heterocycles synthesis
Oxidative NHC-catalysis
Acyl anion free NHC-organocatalysis
Dual-activation in NHC-catalysis
alpha,beta-unsaturated acylazolium generation using NHCs and addition of bisnucleophiles
Non-umpolung transformations in NHC-catalysis
NHC-catalyzed reactions involving saturated acylazoliums
NHC-catalyzed transformations of acid derivatives
Umpolung of Michael acceptors, alkyl halides and imines
Polymerization reactions catalyzed by NHCs
(Dynamic) Kinetic resolution and Desymmetrization reactions using NHC-catalysis
Application of NHCs in Natural products and biologically active compounds synthesis