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Regio‐ and stereoselective glycosylation of 2‐(o‐dihydroxyborylbenzyl) thioglucoside and unprotected methyl glycosides
Journal of the Chinese Chemical Society ( IF 1.8 ) Pub Date : 2020-02-20 , DOI: 10.1002/jccs.201900475 Sarah Lam, Mei‐Yuan Hsu, Cheng‐Chung Wang
Journal of the Chinese Chemical Society ( IF 1.8 ) Pub Date : 2020-02-20 , DOI: 10.1002/jccs.201900475 Sarah Lam, Mei‐Yuan Hsu, Cheng‐Chung Wang
A highly regio‐ and stereoselective glycosylation of a boronic acid‐containing thioglucoside and unprotected methyl glycosides is described. A boronic acid moiety was installed at the ortho‐position of the 2‐O‐benzyl group of a thioglucosyl donor. This provides transient partial protection for the unprotected glycosyl acceptor upon condensation and concomitantly prearranged the acceptor with respect to the donor for the ensuing intramolecular glycosylation.
中文翻译:
2-(邻二羟基硼基苄基)硫代葡糖苷和未保护的甲基苷的区域和立体选择性糖基化
描述了含硼酸的硫代葡萄糖苷和未保护的甲基糖苷的高度区域和立体选择性糖基化。在硫代葡萄糖基供体的2- O-苄基的邻位安装了硼酸部分。缩合后,这为未保护的糖基受体提供了暂时的部分保护,并相对于供体预先安排了受体,以进行随后的分子内糖基化。
更新日期:2020-02-20
中文翻译:
2-(邻二羟基硼基苄基)硫代葡糖苷和未保护的甲基苷的区域和立体选择性糖基化
描述了含硼酸的硫代葡萄糖苷和未保护的甲基糖苷的高度区域和立体选择性糖基化。在硫代葡萄糖基供体的2- O-苄基的邻位安装了硼酸部分。缩合后,这为未保护的糖基受体提供了暂时的部分保护,并相对于供体预先安排了受体,以进行随后的分子内糖基化。