Stereocontrolled Photoinduced Glycosylation Using an Aryl Thiourea as an Organo photoacid
Stereocontrolled Photoinduced Glycosylation Using an Aryl Thiourea as an Organo photoacid
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DOI：
10.1021/acs.orglett.6b01404
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发表时间：
2016-07-01
期刊：
影响因子：
5.2
通讯作者：
Toshima, Kazunobu
中科院分区：
文献类型：
--
作者：
Kimura, Tomoya;Eto, Takahiro;Toshima, Kazunobu
使用芳基脲和硫脲作为有机光酸，在长波长 UV（紫外线）照射下检查了醇与 α-葡萄糖基三氯乙酰亚胺酯的光诱导糖基化。结果首次表明，这种糖基化可以有效地进行，以高产率产生相应的糖苷。此外，在高浓度条件下获得了高β-立体选择性，而在低浓度条件下实现了高α-立体选择性。
Photoinduced glycosylation of alcohols with alpha-glucosyl trichloroacetimidates, using aryl urea and thioureas as organo photoacids, was examined under long wavelength UV (ultraviolet) irradiation. The results show, for the first time, that such glycosylations proceed effectively to give the corresponding glycosides in high yields. In addition, high beta-stereoselectivity was obtained under high concentration conditions, whereas high alpha-stereoselectivity was realized under low concentration conditions.