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- W2011776490 abstract "Abstract Amido‐alkylation of electron‐rich arenes with phenylacetamide and glyoxylic acid offers an inexpensive route to a large variety of N ‐phenylacetylated arylglycines that are suited for immediate enzymatic resolution by penicillin G acylase. When performed under mild conditions at 5 °C in acetic acid/HCl, this simple one‐pot operation resulted in the formation of single regioisomers only (≥98%). Subsequent kinetic resolution of the amino acid derivatives by penicillin G acylase at pH 8.0 occurred generally with E values>100 and thus furnished free ( S )‐configurated arylglycines with high enantiomeric purity. The corresponding enantiopure ( R )‐substrates, easily separable by a phase‐selective extraction process, provided the corresponding ( R )‐enantiomers upon conventional hydrolysis. This one‐pot, two‐step procedure for arylglycine synthesis, resolution and work‐up requires a minimum of equipment and grants rapid access to both enantiopure ( S )‐ and ( R )‐antipodes of non‐natural α‐amino acids in small‐ to large‐scale quantities." @default.
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- W2011776490 date "2008-07-31" @default.
- W2011776490 modified "2023-10-03" @default.
- W2011776490 title "One-Pot, Regioselective Synthesis of Substituted Arylglycines for Kinetic Resolution by Penicillin G Acylase" @default.
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- W2011776490 doi "https://doi.org/10.1002/adsc.200800203" @default.
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