Selective and quantitative functionalization of unprotected α-amino acids using a recyclable homogeneous catalyst

Selective quantitative N-functionalization of unprotected α-amino acids using NHC-Ir(III) catalyst

“…The applicability has been proven by synthesizing a large variety of N -alkylated amino acids with high retention of stereochemistry. 1 The targeted modified amino acids were obtained in quantitative yields after a simple filtration without the need of derivatization or further purification techniques.…”

“…This protocol did not generate new materials/products, all compounds have been described in the original article (Bermejo-López et al., 2022). 1 …”

“…This protocol describes an iridium(III)-catalyzed selective mono- N -alkylation of unprotected l -phenylalanine with benzyl alcohol. The method is based in our recent work 1 where more than 100 chiral amino acids were N -functionalized with outstanding efficiency and with no need for further derivatization or purification steps ( Scheme 1 ).

Scheme 1 Selective and quantitative mono- N -alkylation of unprotected amino acids (S = solvent)

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Quinine-Fabricated Surface-Enhanced Raman Spectroscopy Chiral Sensing Platform Enables Simultaneous Enantioselective Discrimination and Identification of Aliphatic Amino Acids

“…Thus, sensitive detection of aliphatic AAs is of great significance for clinical diagnostics. On the other hand, aliphatic AAs are also always used as chiral auxiliaries in many industrial applications, including asymmetric catalysis, food processing, and fine chemical manufacturing . It is well known that although the enantiomers of the same AAs possess similar chemical and physical properties, they remarkably differ in toxicity, pharmacological activity, and bioactivity .…”

“…On the other hand, aliphatic AAs are also always used as chiral auxiliaries in many industrial applications, including asymmetric catalysis, 3 food processing, 4 and fine chemical manufacturing. 5 It is well known that although the enantiomers of the same AAs possess similar chemical and physical properties, they remarkably differ in toxicity, 6 pharmacological activity, 7 and bioactivity. 8 Therefore, it is highly demanding to develop a convenient and sensitive chiral discrimination strategy for aliphatic AAs.…”