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Construction of Enantioenriched 4,5,6,7-Tetrahydrofuro[2,3-b]pyridines through a Multicatalytic Sequence Merging Gold and Amine Catalysis
Advanced Synthesis & Catalysis ( IF 4.4 ) Pub Date : 2021-07-29 , DOI: 10.1002/adsc.202100756
Manon Genet 1 , Abdelilah Takfaoui 1 , Jérôme Marrot 1 , Christine Greck 1 , Xavier Moreau 1
Affiliation  

A series of enantioenriched 4,5,6,7-tetrahydrofuro[2,3-b]pyridines were accessed by a cycloisomerization/cycloaddition strategy. Starting from ynamide derivatives and aldehydes, yields ranging from 27 to 90% and high levels of stereoselectivity (de>95%, 93–99% ee) were obtained through sequential relay catalysis. The concurrent use of a gold complex with a diphenylprolinol silyl ether was applied to a combination of diversely functionalized substrates.

中文翻译:

通过多催化序列合并金和胺催化构建富含对映体的 4,5,6,7-四氢呋喃 [2,3-b] 吡啶

通过环异构化/环加成策略获得了一系列对映体富集的 4,5,6,7-四氢呋喃 [2,3- b ] 吡啶。从 ynamide 衍生物和醛类开始,通过顺序中继催化获得了 27% 到 90% 的产率和高水平的立体选择性(de>95%,93-99% ee)。金配合物与二苯基脯氨醇甲硅烷基醚的同时使用被应用于多种功能化基材的组合。
更新日期:2021-10-06
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