Facile access to chiral 1-pyrrolines through Rh-catalyzed enantioselective partial hydrogenation of unprotected simple pyrroles  

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作  者:Kui Tian Gongyi Liu Xiu-Qin Dong 

机构地区:[1]Engineering Research Centre of Organosilicon Compounds&Materials,Ministry of Education,College of Chemistry and Molecular Sciences,Wuhan University,Wuhan 430072,China [2]Suzhou Institute of Wuhan University,Suzhou 215123,China

出  处:《Chinese Chemical Letters》2022年第12期5092-5095,共4页中国化学快报(英文版)

基  金:support from the National Natural Science Foundation of China(No.22071187);the Natural Science Foundation of Jiangsu Province(No.BK20190213);the Natural Science Foundation of Hubei Province(Nos.2020CFA036,2021CFA069).

摘  要:Highly enantioselective Rh-catalyzed partial hydrogenation of unprotected simple 2-alkyl-5-aryl-disubstituted pyrroles has been successfully developed,generating a series of chiral 1-pyrroline derivatives generally with excellent results(95%-99%yields,91%-96%ee).Moreover,2,5-aryl-1H-pyrroles were hydrogenated well in high yields and good enantioselectivities.This efficient protocol features easily accessible substrates,wide substrate scope,well functional group compatibility,commercially available rhodium precursor and chiral ligand.It provides a versatile route to access chiral 1-pyrroline derivatives that are of great importance in organic synthesis and pharmaceutical chemistry.

关 键 词:Chiral 1-pyrrolines Partial hydrogenation Unprotected simple pyrroles Regioselectivity ENANTIOSELECTIVITY 

分 类 号:O626.13[理学—有机化学]

 

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