Clockwise-counterclockwise differentiation on the upper rim of a monofunctional gamma-cyclodextrin: efficient topological control in the syntheses of capped cyclodextrins.
Intramolecular condensation of 6(A)-(N-dansyl-l-cysteine)-gamma-cyclodextrin occurred only at 6(B)-OH of the many OH groups to afford the corresponding lactone with an exo-topology.
Yu
Hua
H
Department of Molecular Medicinal Sciences, Graduate School of Biomedical Sciences, Nagasaki University, Bunkyo-machi 1-14, Nagasaki 852-8521, Japan.
Yuan
De-Qi
DQ
Makino
Yuji
Y
Fukudome
Makoto
M
Xie
Ru-Gang
RG
Fujita
Kahee
K
D000215:Acylation; D002851:Chromatography, High Pressure Liquid; D003500:Cyclization; D003545:Cysteine / Q000737:chemistry; D003619:Dansyl Compounds / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure; D047408:gamma-Cyclodextrins / Q000138:chemical synthesis* / Q000737:chemistry
D003619:Dansyl Compounds; D007783:Lactones; D047408:gamma-Cyclodextrins; D003545:Cysteine; C029038:dansyl chloride