De novo synthesis of atropisomeric benzofurans via Cu/SPDO complex catalyzed asymmetric formal[3+2]annulation  

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作  者:Fan-Xiao Meng Xing-Yu Wang Ka Lu Ju-Song Yang Fu-Min Zhang Ai-Jun Ma Bao Du Yong-Qiang Tu 

机构地区:[1]State Key Laboratory of Applied Organic Chemistry,College of Chemistry and Chemical Engineering,Lanzhou University,Lanzhou 730000,China [2]School of Chemistry and Chemical Engineering,Shanghai Jiao Tong University,Shanghai 200240,China [3]School of Biotechnology and Health Sciences,Wuyi University,Jiangmen 529020,China

出  处:《Science China Chemistry》2025年第1期174-180,共7页中国科学(化学英文版)

基  金:supported by the National Natural Science Foundation of China(22278200,21971095,21502080,21772019,21772076,21871117,91956203);the National Key R&D Program of China(2023YFA1506400);the Science and Technology Major Program of Gansu Province of China(22ZD6FA006,23ZDFA015);the“111”Program of Ministry of Education of China;the Major Project of the Ministry of Science and Technology of China(2018ZX09711001-005-002);the Science and Technology Commission of Shanghai Municipality(19JC1430100)。

摘  要:Herein,the de novo synthesis of atropisomeric benzofurans through the Cu/spirocyclic-pyrrolidine-oxazoline(SPDO)complex catalyze asymmetric formal[3+2]cycloaddition between quinones and ynamides is explored,producing a range of structurally diverse axially chiral benzofurans in satisfactory yields with good to excellent enantioselectivities.Furthermore,density functional theory calculations were applied to explain the possible reaction mechanism.

关 键 词:benzofuran atropisomers novel de novo synthetic strategy asymmetric formal[3+2]cycladdition Cu/SPDO complex DFT calculations 

分 类 号:O626[理学—有机化学] O621.251[理学—化学]

 

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