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Regioselective Protection of Sugars Catalyzed by Dimethyltin Dichloride

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journal contribution
posted on 06.11.2008, 00:00 by Yosuke Demizu, Yuki Kubo, Hiroko Miyoshi, Toshihide Maki, Yoshihiro Matsumura, Noriaki Moriyama, Osamu Onomura
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 α-methyl glucoside and β-methyl xyloside was accomplished.