Fluorous "racemic" mixture synthesis: polysaccharide-based chiral columns for simultaneous demix and enantioseparation of racemic fluorous tagged compounds.
The proof of concept experiments of fluorous "racemic" mixture synthesis (FRMS) is shown using polysaccharide-based chiral stationary phases. The mixture of racemic O-benzoylmandelate derivatives bearing different lengths of fluorous cleavable tags undergoes sequential reactions to provide individual derivatives as well as their enantiomers resolved on polysaccharide-based chiral HPLC columns (DAICEL CHIRALCEL and CHIRALPAK series).
Tonoi
Takayuki
T
Department of Applied Chemistry, Tokyo Institute of Technology, Tokyo, Japan.
Zhang
Wei
W
Curran
Dennis P
DP
Mikami
Koichi
K
D002851:Chromatography, High Pressure Liquid / Q000379:methods*; D005461:Fluorine / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008333:Mandelic Acids / Q000138:chemical synthesis / Q000737:chemistry* / Q000302:isolation & purification*; D011134:Polysaccharides; D013237:Stereoisomerism
D008333:Mandelic Acids; D011134:Polysaccharides; D005461:Fluorine