Evaluation of Amino Nitriles and an Amino Imidate as Organocatalysts in Aldol Reactions

Nikolaos Vagkidis, Alexander J. Brown, Paul A. Clarke*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review


The efficiency of l -valine and l -proline nitriles and a tert -butylÂ- l -proline imidate as organocatalysts for the aldol reaction have been evaluated. l -Valine nitrile was found to be a syn -selective catalyst, while l -proline nitrile was found to be anti -selective, and gave products in modest to good enantioselectivities. tert -Butyl l -proline imidate was found to be a very efficient catalyst in terms of conversion of starting reagents to products, and gave good anti -selectivity. The enantioselectivity of the tert -butyl l -proline imidate was found to be good to excellent, with products being formed in up to 94% enantiomeric excess.

Original languageEnglish
Article numberSS-2019-T0330-OP
Pages (from-to)4106-4112
Number of pages7
Issue number21
Publication statusPublished - 8 Aug 2019

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  • asymmetric synthesis
  • organocatalysis
  • amino imidate
  • amino nitrile
  • aldol reaction

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