Zinc Chloride Mediated Claisen Rearrangement for the Synthesis of Allenic Amino Acids

Keywords

amino acid propargylic esters - allenic amino acids - Claisen rearrangement - zinc chloride

Significance

Unsaturated α-amino acids, especially α-allenic α-amino acids, are key motifs for the synthesis of peptides with promising biological activities. In this study, the authors developed the zinc chloride mediated Claisen rearrangement of amino acid propargylic esters to access α-allenic α-amino acids.

 

MissingLinkText

Comment

A series of α-allenic α-amino acids was easily prepared from readily accessible amino acid propargylic esters. This method is procedurally simple and also applicable for the synthesis of sterically hindered amino acids with a quaternary α-carbon center.

 

MissingLinkText

 

MissingLinkText

Publication History

Article published online:
27 August 2025