Resolution/deracemization of chiral alpha-amino acids using resolving reagents with flexible stereogenic centers.
This work has demonstrated that a previously unexplored approach to separation of enantiomers via formation of diastereomeric derivatives with three stereogenic centers has obvious practical potential and deserves further systematic study. The design reported here is based on the unusual application of a configurationally unstable stereogenic nitrogen, which plays a key role in setting up the stereochemical match between the three stereogenic centers in the corresponding products.
Soloshonok
Vadim A
VA
Department of Chemistry and Biochemistry, University of Oklahoma, Norman, Oklahoma 73019, USA. vadim@ou.edu
Ellis
Trevor K
TK
Ueki
Hisanori
H
Ono
Taizo
T
D000596:Amino Acids / Q000737:chemistry / Q000302:isolation & purification*; D007202:Indicators and Reagents; D009904:Optical Rotation; D013237:Stereoisomerism
D000596:Amino Acids; D007202:Indicators and Reagents