Total syntheses of melodienones by redox isomerization of propargylic alcohols

被引:0
|
作者
Dong, Chunmao [1 ,2 ]
Peng, Weiwei [1 ,2 ]
Wang, Huan [2 ,3 ]
Zhang, Xiao [2 ]
Zhang, Jun [3 ]
Tan, Guishan [1 ]
Xu, Kangping [1 ]
Zou, Zhenxing [1 ]
Tan, Haibo [1 ,2 ,3 ]
机构
[1] Xiangya School of Pharmaceutical Sciences, Central South University, Changsha,410013, China
[2] Program for Natural Products Chemical Biology, Key Laboratory of Plant Resources Conservation and Sustainable Utilization, Guangdong Provincial Key Laboratory of Applied Botany, South China Botanical Garden, Chinese Academy of Sciences, Guangzhou,510650, C
[3] National Engineering Research Center of Navel Orange, Gannan Normal University, Ganzhou,341000, China
来源
Organic and Biomolecular Chemistry | 2021年 / 19卷 / 23期
基金
中国国家自然科学基金;
关键词
Alcohols; -; Isomerization; Isomers;
D O I
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中图分类号
学科分类号
摘要
A remarkable base-promoted methodology for the rapid construction of the (E)- and (Z)-γ-oxo-α,β-alkenoic ester skeletons from readily accessible vinyl propargylic alcohols through modified redox isomerization was uncovered. This approach manifested its high simplicity and efficiency with excellent tolerance of functional substituents, which led to the straightforward structural modifications of various natural products and efficient total syntheses of melodienone, homomelodienone, isomelodienone, and homoisomelodienone within 4 linear steps. © The Royal Society of Chemistry 2021.
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页码:5077 / 5081
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