Convenient synthesis of fluorinated nucleosides with perfluoroalkanesulfonyl fluorides.
Perfluoroalkanesulfonyl fluorides are effective dehydroxy-fluorination agents for the hydroxyl group at the sugar moiety of nucleoside derivatives and give the corresponding fluorinated nucleosides in good yield with an inversion of configuration in a single step.
Takamatsu
Satoshi
S
AminoScience Laboratories, Ajinomoto Co., Inc., 1-1, Suzuki-cho, Kawasaki-ku, Kawasaki 210-8681, Japan. satoshi_takamatsu@ajinomoto.com
Katayama
Satoshi
S
Hirose
Naoko
N
De Cock
Etienne
E
Schelkens
Geert
G
Demillequand
Marc
M
Brepoels
Jozef
J
Izawa
Kunisuke
K
D002851:Chromatography, High Pressure Liquid; D005461:Fluorine / Q000737:chemistry*; D015394:Molecular Structure; D009705:Nucleosides / Q000138:chemical synthesis* / Q000737:chemistry; D013441:Sulfinic Acids / Q000737:chemistry*
D009705:Nucleosides; D013441:Sulfinic Acids; D005461:Fluorine; C048899:sulfuryl fluoride