Regioselective protection of sugars catalyzed by dimethyltin dichloride.
The first catalytic process for protection of hydroxyl groups in sugars has been developed. Highly regioselective protection was accomplished along with high chemical yield. The regioselectivity of the benzoylation was realized as an intrinsic character of sugars based on a stereorelationship among their hydroxyl groups. Furthermore, complete protection of alpha-methyl glucoside and beta-methyl xyloside was accomplished.
Demizu
Yosuke
Y
Graduate School of Biomedical Sciences, Nagasaki University, 1-14 Bunkyo-machi, Nagasaki 852-8521, Japan.
Kubo
Yuki
Y
Miyoshi
Hiroko
H
Maki
Toshihide
T
Matsumura
Yoshihiro
Y
Moriyama
Noriaki
N
Onomura
Osamu
O
D002241:Carbohydrates / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D009947:Organotin Compounds / Q000737:chemistry*; D013237:Stereoisomerism
D002241:Carbohydrates; D009947:Organotin Compounds; C039760:dimethyltin