Effecient Kinetic Resolution of Racemic Amino Aldehydes by Oxidation with N-Iodosuccinimide

Effecient Kinetic Resolution of Racemic Amino Aldehydes by Oxidation with N-Iodosuccinimide

Selective recognition: The first efficient method for the kinetic resolution of racemic amino aldehydes (see scheme, PG=protecting group) is based on a copper(II)/(R,R)‐Ph‐BOX complex. The coordinated amino aldehydes were transformed into optically active amino acid methyl esters, and the non‐coordi...

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Veröffentlicht in:Angewandte Chemie (International ed.) 2008-11, Vol.47 (49), p.9458-9461
Hauptverfasser: Minato, Daishirou, Nagasue, Yoko, Demizu, Yosuke, Onomura, Osamu
Format: Artikel
Sprache:eng
Schlagworte:
amino acids
amino aldehydes
copper
kinetic resolution
oxidation
synthetic methods
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Zusammenfassung:Selective recognition: The first efficient method for the kinetic resolution of racemic amino aldehydes (see scheme, PG=protecting group) is based on a copper(II)/(R,R)‐Ph‐BOX complex. The coordinated amino aldehydes were transformed into optically active amino acid methyl esters, and the non‐coordinated amino aldehydes were converted into optically active amino aldehyde dimethyl acetals.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200804188