Facile access to chiral 4-substituted chromanes through Rh-catalyzed asymmetric hydrogenation  

作　　者：Lin Tao Qingyang Zhao Xumu Zhang Xiu-Qin Dong 

机构地区：[1]Key Laboratory of Biomedical Polymers,Engineering Research Centre of Organosilicon Compounds&Materials,Ministry of Education,College of Chemistry and Molecular Sciences,Wuhan University,Wuhan 430072,China [2]Department of Chemistry and Shenzhen Grubbs Institute,Southern University of Science and Technology,Shenzhen 518055,China [3]School of Pharmaceutical Sciences(Shenzhen),Sun Yat-sen University,Shenzhen 518107,China

出　　处：《Chinese Chemical Letters》2020年第7期1859-1862,共4页中国化学快报（英文版）

基　　金：the National Natural Science Foundation of China(Nos.21432007,21502145,21602172);Wuhan Morning Light Plan of Youth Science and Technology(No.2017050304010307);the Fundamental Research Funds for and the Central Universities(No.2042018kf0202);Shenzhen Nobel Prize Scientists Laboratory Project(No.C17783101);Science and Technology Innovation Committee of Shenzhen(No.KQTD 20150717103157174);SZDRC Discipline Construction Program;The Program of Introducing Talents of Discipline to Universities of China(111 Project)。

摘　　要：Rh/ZhaoPhos-catalyzed asymmetric hydroge nation of a series of(E)-2-(chro man-4-ylidene)acetates was successfully developed to prepare various chiral 4-substituted chromanes with high yields and excellent enantioselectivities(up to 99%yield,98%ee).Moreover,the gram-scale hydrogenation could be performed well in the presence of 0.02 mol%catalyst loading(TON=5000),the hydrogenation product was easily converted to access other important compounds,which demonstrated the synthetic utility of this asymmetric catalytic methodology.

关 键 词：Chiral 4-substituted chromanes Asymmetric hydrogenation Excellent enantioselectivity Gram-scale synthesis Bisphosphine-thiourea ligand 

分 类 号：TQ251.1[化学工程—有机化工]