Recent Advances in Catalytic Enantioselective Synthesis of Fluorinated α‐ and β‐Amino Acids

Enantioenriched fluorinated α‐ and β‐amino acids are often encountered in numerous pharmaceuticals and bioactive molecules, and also of great importance as probes in PET and NMR for studying the behavior of enzymes and for incorporation into peptides and drug candidates. Among various synthetic stra...

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Bibliographic Details
Published in:Advanced synthesis & catalysis 2020-11, Vol.362 (22), p.4763-4793
Main Authors: Zhang, Xue‐Xin, Gao, Yang, Hu, Xiao‐Si, Ji, Cong‐Bin, Liu, Yun‐Lin, Yu, Jin‐Sheng
Format: Article
Language:English
Subjects:
Amino acids
asymmetric catalysis
Chemical synthesis
Construction
Enantiomers
enantioselectivity
Fluorinated amino acids
Fluorination
Fluorine
fluoroalkyl
NMR
Nuclear magnetic resonance
Peptides
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Summary:Enantioenriched fluorinated α‐ and β‐amino acids are often encountered in numerous pharmaceuticals and bioactive molecules, and also of great importance as probes in PET and NMR for studying the behavior of enzymes and for incorporation into peptides and drug candidates. Among various synthetic strategies developed, catalytic enantioselective synthesis proves to be one of the most facile and powerful protocols to construct such privileged structures. The past decade has witnessed considerable progress in the catalytic enantioselective construction of chiral fluorinated α‐ and β‐amino acid derivatives with structural diversity. In this review, we summarize these impressive achievements according to the bond‐forming way of fluorinated α‐ or β‐amino acids, respectively, and underline the remaining challenges. This information would provide important guidance and some inspiration for the researchers engaged in organic fluorine and medicinal chemistry.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202000966