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Synfacts 2019; 15(01): 0095
DOI: 10.1055/s-0037-1611428
DOI: 10.1055/s-0037-1611428
Peptide Chemistry
Stereoselective Synthesis of α-Aryl Amino Acids
Further Information
Publication History
Publication Date:
14 December 2018 (online)
Key words
arylation - quaternary amino acids - potassium bistrimethylsilylamide - stereoselectivity - aryl amino acids![](https://www.thieme-connect.de/media/synfacts/201901/i_h167_s1_10-1055_s-0037-1611428.gif)
Significance
Quaternary amino acids play an important role as modifiers of peptide conformation and bioactivity. The authors describe an α-arylation of enantiopure amino acid precursors to form quaternary centers.
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Comment
This KHMDS-mediated α-arylation of enantiopure amino acid precursors proceeds smoothly to provide quaternary amino acids in high yields and without significant loss of stereochemical integrity.
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![](https://www.thieme-connect.de/media/synfacts/201901/i_h167_s1_10-1055_s-0037-1611428.gif)