Amine, Alcohol and Phosphine Catalysts for Acyl Transfer Reactions

Part of the Topics in Current Chemistry book series (TOPCURRCHEM, volume 291)


An overview of the area of organocatalytic asymmetric acyl transfer processes is presented including O- and N-acylation. The material has been ordered according to the structural class of catalyst employed rather than reaction type with the intention to draw mechanistic parallels between the manner in which the various reactions are accelerated by the catalysts and the concepts employed to control transfer of chiral information from the catalyst to the substrates.


Acylation Asymmetric desymmetrisation Esterification Kinetic resolution Nucleophilic catalysis 







Asymmetric desymmetrization


Benzyl (CH2Ph)












Hydroquinine anthraquinone-1,4-diyl diether


Hydroquinidine anthraquinone-1,4-diyl diether






Enantiomeric excess




Enantiomeric ratio




γ-Aminobutyric acid


Gas chromatography


High pressure liquid chromatography


Kinetic resolution


molecular seives


Not available




N-heterocyclic carbenes


Nuclear magnetic resonance


nuclear Overhauser effect












Parallel KR



rec SM

Recovered starting material


Selectivity factor












Trifluoroacetic acid


Trityl (triphenylmethyl)


Urethane-protected α-amino acid N-carboxy anhydride


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Copyright information

© Springer-Verlag London 2010

Authors and Affiliations

  1. 1.Department of ChemistrySouth Kensington Campus, Imperial CollegeLondonUK
  2. 2.Laboratoire de Chimie OrganiqueCNRS, ESPCIParis Cedex 05France

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