Direct Transformation of Unprotected Sugars to Aryl 1-Thio-β-glycosides in Aqueous Media Using 2-Chloro-1,3-dimethylimidazolinium Chloride
Direct Transformation of Unprotected Sugars to Aryl 1-Thio-β-glycosides in Aqueous Media Using 2-Chloro-1,3-dimethylimidazolinium Chloride
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DOI：
10.1246/cl.2009.458
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发表时间：
2009-04
影响因子：
1.6
通讯作者：
Tomonari Tanaka;Takeshi Matsumoto;M. Noguchi;A. Kobayashi;S. Shoda
中科院分区：
文献类型：
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作者：
Tomonari Tanaka;Takeshi Matsumoto;M. Noguchi;A. Kobayashi;S. Shoda
Tomonari Tanaka、Takeshi Matsumoto、Masato Noguchi、Atsushi Kobayashi 和 Shin-ichiro ShodaDepartment of Biomolecule Engineering,graduate School of Engineering, Tohoku University,6-6-11-514 Aoba, Sendai 980-8579（2009 年 2 月 25 日收到；CL-090193；电子邮件： shoda@poly.che.tohoku.ac.jp)使用2-氯-1,3-二甲基氯化咪唑啉鎓(DMC)作为脱水缩合剂，由相应的未保护糖和硫醇直接合成芳基1-硫代糖苷，收率良好。该反应在水和乙腈的混合溶剂中、温和的反应条件下进行，主要形成α-端基异构体。糖类化学中硫代糖苷的研究兴趣日益浓厚。
Tomonari Tanaka, Takeshi Matsumoto, Masato Noguchi, Atsushi Kobayashi, and Shin-ichiro ShodaDepartment of Biomolecular Engineering, Graduate School of Engineering, Tohoku University,6-6-11-514 Aoba, Sendai 980-8579(Received February 25, 2009; CL-090193; E-mail: shoda@poly.che.tohoku.ac.jp)Aryl 1-thioglycosides have directly been synthesized ingood yields from the corresponding unprotected sugars andthiols without protection of the hydroxy groups by using 2-chloro-1,3-dimethylimidazolinium chloride (DMC) as dehydra-tive condensing agent. The reaction proceeded in a mixed sol-vent of water and acetonitrile under mild reaction conditions,leading to the predominant formation of -anomers.There has beena growing research interest inthioglycosidesincarbohydratechemistry.