An efficient and practical chemoenzymatic preparation of optically active secondary amines.
[reaction: see text] An efficient and practical chemoenzymatic method was developed for the preparation of a variety of chiral secondary amines. Here, oxalamic esters were identified as unique derivatives amenable to the enzyme-catalyzed kinetic resolution of racemic secondary amines. Both enantiomers of the amines were produced in high optical purity and yields after the cleavage of the oxalamic groups.
Hu
Shanghui
S
Chemical Research & Development, Pfizer Global Research and Development, La Jolla Laboratories, 10578 Science Center Drive, San Diego, California 92121, USA. shanghui.hu@pfizer.com
Tat
David
D
Martinez
Carlos A
CA
Yazbeck
Daniel R
DR
Tao
Junhua
J
D000588:Amines / Q000737:chemistry* / Q000378:metabolism*; D001230:Aspergillus / Q000201:enzymology; D002384:Catalysis; D004952:Esters / Q000737:chemistry; D006868:Hydrolysis; D015394:Molecular Structure; D010447:Peptide Hydrolases / Q000378:metabolism*; D013237:Stereoisomerism
D000588:Amines; D004952:Esters; D010447:Peptide Hydrolases