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Asymmetric Synthesis of Chiral Amino Carboxylic‐Phosphonic Acid Derivatives
Author(s) -
Cao HaoQiang,
Li JunKuan,
Zhang FaGuang,
Cahard Dominique,
Ma JunAn
Publication year - 2021
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.202001345
Subject(s) - enantioselective synthesis , amino acid , phosphonate , chemistry , carboxylic acid , catalysis , enantiomer , optically active , combinatorial chemistry , organic chemistry , stereochemistry , biochemistry
Chiral amino acids featuring a phosphonate pendant arm are an important type of biologically active scaffold. Here in this review, we comprehensively summarize the modern synthetic methods towards asymmetric construction of chiral amino carboxylic‐phosphonic acid derivatives. The main streams of such interesting compounds include phosphono‐containing α‐, β‐, and γ‐amino acid derivatives, amino acid fluorophosphonate derivatives, amino acid cyclopropanylphosphonate derivatives, and bisphosphono‐amino acid derivatives. Chiral resolution protocols, chiral auxiliary‐directed syntheses, and valorization of the pool of abundant chiral amino acid resources remain contemporary concerns, and meanwhile catalytic enantioselective synthesis has also emerged as a potent strategy as demonstrated by the latest advances.