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


  • We thank the JSPS Research Fellowships for Young Scientists, the Sumitomo Foundation, a Grant-in-Aid for Young Scientists (B; 19790017) from the Ministry of Education, Science, Sports and Culture (Japan), and a Grant-in-Aid for Scientific Research (C; 19550109) from Japan Society for the Promotion of Science.


original image

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.