Development of sterically hindered SPOs and enantioselective Ni-Al bimetallic catalyzed C-H cyclization of 4-oxoquinazolines with tethered alkenes  

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作  者:Yaqi Zhang Qiang Ni Bendu Pan Long Jiang Liqin Qiu 

机构地区:[1]School of Chemistry,Guangdong Key Lab of Chiral Molecules and Drug Discovery,Sun Yat-sen University,Guangzhou 510006,China [2]Instrumental Analysis and Research Centre,Sun Yat-sen University,Guangzhou 510275,China

出  处:《Chinese Chemical Letters》2023年第6期366-370,共5页中国化学快报(英文版)

基  金:the National Natural Science Foundation of China(No.22071270);Science and Technology Program of Guangzhou(20220602JBGS02);Guangdong Province Zhu Jiang Talents Plan(No.2016ZT06C090);Guangzhou City Talents Plan(No.CYLJTD201609)for financial support。

摘  要:The Ni-Al bimetallic catalysis of intramolecular enantioselective and regioselective C-H cyclization of4-oxoquinazolines with tethered alkenes has been successfully developed.Some new secondary phosphine oxides(SPOs)with large steric hindrance(SPO6-11)were designed and successfully synthesized from readily available chiral amines or amino acids.The developed chiral SPOs as ligands or preligands demonstrate much higher efficiency in the asymmetric catalytic reactions than the reported traditional ones.A new class of chiral tricyclic pyrroloquinazolinones were obtained in up to 95%yield and 99%ee.

关 键 词:Ni-Al bimetallic catalysis Secondary phosphine oxides C-H cyclization Asymmetric catalysis 4-Oxoquinazolines 

分 类 号:O626[理学—有机化学]

 

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