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Regioselective Protection of Sugars Catalyzed by Dimethyltin Dichloride

Yosuke Demizu, Yuki Kubo, Hiroko Miyoshi, Toshihide Maki, Yoshihiro Matsumura, Noriaki Moriyama, Osamu Onomura

Org Lett. 2008 Nov 6;10(21):5075-7.

PMID: 18844361

Abstract:

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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP753731 Dimethyltin dichloride Dimethyltin dichloride 753-73-1 Price
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