Rapid Access to Oxabicyclo[2.2.2 ]octane Skeleton through Cu(I)- Catalyzed Generation and Trapping of Vinyl-o-quinodimethanes (Vinyl-0-QDMs)  

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作  者:Hejiang Luo Chuan He Huanfeng Jiang Shifa Zhu 

机构地区:[1]Key Laboratory of Functional Moleculor Engineering of Guangdong Province,School of Chemistry and Chemical Engineering,South China University of Technology,Guangzhou,Guangzhou 510640,China

出  处:《Chinese Journal of Chemistry》2020年第10期1052-1056,共5页中国化学(英文版)

基  金:We appreciate financial support from Ministry of Science and Technology of the People's Republic of China(2016YFA0602900);the National Natural Science Foundation of China(21871096,21672071);Guangdong Science and Technology Department(20188030308007,2018A030310359,2016A030310433);the Science and Technology Program of Guangzhou(201707010316,201707010168).

摘  要:Summary of main observation and conclusion A Cu(I)-catalyzed three-component reaction of terminal enynals/enynones,diazo compounds,and al kenes has been developed.With this method,a series of oxabicyclo[2.2.2]octanes were effectively synthesized in high yields under mild reaction condi-tions.This transformation is proposed to proceed through trapping of the cyclic vinyl-o-quinodimethanes(vinyI-o-QDMs)species,which were generated from terminal enynals/enynones and diazo compounds by alkenes.The obvious advantages of wide substrate scopes,mild reaction conditions,and high seteroselectivity and atom eficiency make this reaction highly appealing for construction of highly rigid[2.2.2]octane skeleton.

关 键 词:OCTANE ETHANE SKELETON 

分 类 号:O62[理学—有机化学]

 

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