Nucleophilic Conjugate Addition - Reactions

Reactions

  • Conjugated carbonyls react with secondary amines to form 1,4-keto-amines. For example the conjugate addition of methylamine to 2-cyclohexenone gives the compound 3-(N-methylamino)-cyclohexanone.
  • Conjugated carbonyls react with hydrogen cyanide to 1,4-keto-nitriles. See hydrocyanation of unsaturated carbonyls. In the Nagata reaction the cyanide source is diethylaluminum cyanide.
  • The Gilman reagent is an effective nucleophile for 1,4-additions to conjugated carbonyls...
  • The Michael reaction involves conjugate additions of enolates to conjugated carbonyls.
  • The Stork enamine reaction involves the conjugate addition of enamines to conjugated carbonyls.

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