基于糖烯的碳苷合成方法研究进展

doi:10.6023/cjoc202006005

摘要/Abstract

碳苷是一类具有多种生物活性的糖类天然产物，其独特的C—C糖苷键构筑是糖化学研究中的热点和难点.通过双键官能团构建新的C—C键是有机化学中的常用策略.随着烯化学的飞速发展，含1，2-位双键的糖烯供体在碳苷合成中也取得了显著进步.从Ferrier I型碳苷化反应、Heck偶联型碳苷化反应、1-取代糖烯的过渡金属催化偶联碳苷化反应、2-取代糖烯的Michael加成型和自由基加成型碳苷化反应等方面，总结近年来基于糖烯的碳苷合成方法.

关键词: 糖烯, 碳苷, 碳苷化反应, 碳水化合物

C-Glycosides are a class of carbohydrates with a variety of biological activities, and the construction of their unique C-C glycosidic bond is a hot and challenging topic in carbohydrate chemistry. The formation of new C-C bond from carbon-carbon double bond is a common strategy in organic chemistry. With the rapid development of ene-chemistry, great progress in the synthesis of C-glycosides from glycal donors containing 1,2-double bond has been made. In this review, the methods for the synthesis of C-glycosides based on glycals are summarized, including Ferrier I-type C-glycosylation, Heck-type C-glycosylation, C-glycosylation of 1-substituted glycals using transition metal-catalyzed coupling reaction, Michael-type C-glycosylation of 2-substituted glycals, and radical addition type C-glycosylation of glycals.

Key words: glycal, C-glycoside, C-glycosylation, carbohydrate

引用此文

郭真言, 柏金和, 刘苗, 熊德彩, 叶新山. 基于糖烯的碳苷合成方法研究进展[J]. 有机化学, 2020, 40(10): 3094-3111.

Guo Zhenyan, Bai Jinhe, Liu Miao, Xiong Decai, Ye Xinshan. Advances in the Synthesis of C-Glycosides from Glycals[J]. Chinese Journal of Organic Chemistry, 2020, 40(10): 3094-3111.

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