![(1S)-1,5-Anhydro-2-O-alpha-L-arabinopyranosyl-1-[5-hydroxy-7-({6-O-[3-(4-hydroxy-3-methoxyphenyl)propanoyl]-beta-D-glucopyranosyl}oxy)-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-6-yl]-D-glucitol structure](https://static.chemtradehub.com/structs/225/2252345-81-4-bcff.webp "(1S)-1,5-Anhydro-2-O-alpha-L-arabinopyranosyl-1-[5-hydroxy-7-({6-O-[3-(4-hydroxy-3-methoxyphenyl)propanoyl]-beta-D-glucopyranosyl}oxy)-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-6-yl]-D-glucitol structure")
Copper-catalyzed [3 + 2] annulation of ethynyl epoxides with malononitrile to access highly substituted dihydrofurans with an all-carbon quaternary stereocenter
Literature Information
Publication Date
2018-12-05
DOI
10.1039/C8QO01168K
Impact Factor
5.281
Authors
Xuanyi Li, Chunhua Han, Yue Huang, Hequan Yao, Aijun Lin
View Original
Abstract
An unprecedented copper-catalyzed [3 + 2] annulation with ethynyl epoxides and malononitrile has been described. This reaction provided a direct approach to the access of highly substituted dihydrofurans with an all-carbon quaternary stereocenter bearing a terminal alkynyl group in moderate to good yields, exhibiting excellent atom economy and scalability. The products enabled facile transformations into pyrimidinone and dihydrofuran-fused triazole derivatives.
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Organic Chemistry Frontiers
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