A combined experimental and computational study of NHC-catalyzed allylation of allenoate with MBH esters:new regiospecific and stereoselective access to 1,5-enyne  

作　　者：Fang Sun Fangfang Lu Xue Song Wenchao Wu Kai Zhang Chenxia Yu Tuanjie Li Donghui Wei Changsheng Yao 

机构地区：[1]Jiangsu Key Lab of Green Synthetic Chemistry for Functional Materials,School of Chemistry and Materials Science,Jiangsu Normal University,Xuzhou,Jiangsu 221116,P R China. [2]The College of Chemistry and Molecular Engineering,Zhengzhou University,100 Science Avenue,Zhengzhou,Henan 450001,P R China

出　　处：《Organic Chemistry Frontiers》2022年第1期51-57,共7页有机化学前沿（英文）

基　　金：support by National Natural Science Foundation of China(No.21871113,21773214,21372101);a project Funded by the Priority Academic Program Development of Jiangsu Higher Education Institution and TAPP.

摘　　要：An NHC-catalyzed regiospecific allylation ofα-substituted allenoates with MBH carbonates derived from aryl aldehyde furnished highly functionalized 1,5-enynes bearing a quaternary carbon successfully.Combining with DFT calculations,the reaction mechanism of this conversion was proposed.This method has the advantages of high regioselectivity,good yields and mild reaction conditions.This transformation not only provided a new access to 1,5-enyne,but also enriched the chemistry of allenoates and NHC catalysis.

关 键 词：conditions catalysis ALLYL 

分 类 号：O62[理学—有机化学]