Enantioselective Construction of Polycyclic Chromanes through Organocatalytic Sequential Quintuple Reaction via One-Pot Step-Wise Procedure  

作　　者：Jie Wang Hang Qin Ya-Li Song Fei Cao Zhi-Hao You 

机构地区：[1]Key Laboratory of Pharmaceutical Quality Controlof Hebei Province,College of Pharmaceutical Sciences,Hebei University,Baoding,Hebei 071002,China [2]Key Laboratory of Medicinal Chemistry and Molecular Diagnosis of the Ministry of Education,Baoding,Hebei 071002,China

出　　处：《Chinese Journal of Chemistry》2024年第18期2197-2202,共6页中国化学（英文版）

基　　金：supported by the Advanced Talents Incubation Program of Hebei University(521000981411);the National Nature Science Foundation of China(82273792),Science Research Project of Hebei Education Department(QN2021023);the Natural Science Interdisciplinary Research Program of Hebei_University(DXK201913);High-throughput Intelligent Integrated Lung Cancer Targeted Drug Development Innovation Team Project(IT2023c01);the Excellent Youth Research Innovation Team of Hebei University(QNTD202406).

摘　　要：An efficient and highly stereoselective synthetic method to access polycyclic chromanes has been achieved through organocatalyzed one-pot step-wise reactions involving 2-hydroxycinnamaldehydes,2-aminochalcones,and malononitrile as substrates.The reactions underwent a quintuple process by aza-Michael/Michael/Knoevenagel/oxa-Michael/aldol-type reaction in sequence to give products bearing 3 new generated rings and 5 chiral centers in moderate to quantitative yields with excellent stereoselectivities.

关 键 词：Asymmetric catalysis ORGANOCATALYSIS Cyclization Quintuple reaction POLYCYCLES HETEROCYCLES Chromane One-pot reaction 

分 类 号：O62[理学—有机化学]