Synthesis ofγ,δ-unsaturated amino acids via ester enolate Claisen rearrangement of chelated allylic esters

@article{Kazmaier1996SynthesisOA,
  title={Synthesis ofγ,δ-unsaturated amino acids via ester enolate Claisen rearrangement of chelated allylic esters},
  author={Uli Kazmaier},
  journal={Amino Acids},
  year={1996},
  volume={11},
  pages={283-299}
}
Deprotonation ofN-protected amino acid allylic esters with LDA at −78°C and subsequent addition of a metal salt presumably results in the formation of a chelated metal enolate which undergoes Claisen rearrangement upon warming up to room temperature, giving rise to unsaturated amino acid. Many different metal salts can be used for chelation, but in general… CONTINUE READING