Carbocyclic Ring Closure of Aryl C-Glycosides Promoted by Fluoroboric Acid
Carbocyclic Ring Closure of Aryl C-Glycosides Promoted by Fluoroboric Acid
复制标题
氟硼酸促进芳基C-糖苷的碳环闭环
DOI：
10.1021/acs.joc.0c00784
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发表时间：
2020-07-17
影响因子：
3.6
通讯作者：
Ye，Xin-Shan
中科院分区：
文献类型：
--
作者：
Zheng，Qiannan;Tang，Shengbiao;Ye，Xin-Shan
描述了从鼠李糖型C-糖苷到2-环戊烯酮的新的转化。在氟硼酸的促进下，C-糖苷经开环和随后的Nazarov环化反应，以良好至优异的产率得到2-环戊烯酮。溶剂和酸的浓度对这种转化的产率至关重要。
A novel transformation from rhamnose-typeC-glycosides to 2-cyclopentenones is described. With the promotion of fluoroboric acid,C-glycosides underwent ring opening and subsequent Nazarov cyclization to afford 2-cyclopentenones in good to excellent yields. The solvent and the concentration of acid are crucial to the yield of this transformation.