Regio- and Stereochemical Controlled Koenigs-Knorr-Type Monoglycosylation of Secondary Hydroxy Groups in Carbohydrates Utilizing the High Site Recognition Ability of Organotin Catalysts

Regio- and Stereochemical Controlled Koenigs-Knorr-Type Monoglycosylation of Secondary Hydroxy Groups in Carbohydrates Utilizing the High Site Recognition Ability of Organotin Catalysts
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DOI:
10.1002/adsc.201300414
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发表时间:
2013-09-16
影响因子:
5.4
通讯作者:
Yoshimatsu, Hirofumi
Yoshimatsu, Hirofumi
中科院分区:
化学2区
文献类型:
--
作者:
Muramatsu, Wataru;Yoshimatsu, Hirofumi

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证明了使用有机锡催化剂的碳水化合物的催化区域和立体选择性单糖基化。该反应一步完成,以高的化学产率和良好的区域选择性和立体选择性得到了仲羟基连接的各种寡糖。糖基化的区域选择性取决于碳水化合物中羟基的空间排列。
The catalytic regio- and stereoselective monoglycosylation of carbohydrates using organotin catalysts is demonstrated. The one-step reaction affords various oligosaccharides linked at the secondary hydroxy group in high chemical yield and good regio- and stereoselectivities. The regioselectivity of the glycosylation is shown to depend on the spatial arrangement of the hydroxy groups in the carbohydrates.