[Synthesis of a new cyclodextrin derivative and its application as CGC chiral stationary phase in determination of enantiomeric excess].
A new cyclodextrin (CD) derivative, 2,6-di-O-benzyl-3-O-valeryl-beta-CD, was synthesized and characterized by 1H NMR and IR. Using the beta-CD derivative as chiral stationary phase of capillary gas chromatography, one chiral column was prepared. On this column, the enantiomeric excesses (e.e.) of 1-(2,4-dichlorophenyl) ethanol obtained by asymmetric catalytic hydrogenation of 2,4-dichloroacetophone and trans-3-propyloxiranemethanol synthesized by Sharpless epoxidation of trans-2-hexenol were determined and the catalytic reactions were evaluated. The results are satisfactory.
Shi
Xue-yan
XY
College of Applied Chemistry, China Agricultural University, Beijing 100094, China.
Guo
Hong-chao
HC
Wang
Min
M
Jin
Wen-ge
WG
Zhou
Jing-mei
JM
D000098:Acetophenones / Q000032:analysis / Q000302:isolation & purification*; D002849:Chromatography, Gas / Q000295:instrumentation* / Q000379:methods; D003505:Cyclodextrins / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D014631:Valerates / Q000138:chemical synthesis*; D047392:beta-Cyclodextrins
C476554:2,6-di-O-benzyl-3-O-valeryl-beta-cyclodextrin; D000098:Acetophenones; D003505:Cyclodextrins; D014631:Valerates; D047392:beta-Cyclodextrins; C036847:2',4'-dichloroacetophenone