Enantioselective N-Heterocyclic Carbene-Catalyzed Kinetic Resolution of Anilides

被引:49
|
作者
Bie, Jianbo [1 ]
Lang, Ming [1 ]
Wang, Jian [1 ]
机构
[1] Tsinghua Univ, Minist Educ, Sch Pharmaceut Sci, Key Lab Bioorgan Phosphorous Chem & Chem Biol, Beijing 100084, Peoples R China
基金
中国国家自然科学基金;
关键词
AXIALLY CHIRAL ANILIDES; NON-BIARYL ATROPISOMERS; DIELS-ALDER REACTION; ASYMMETRIC-SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; EFFICIENT SYNTHESIS; SECONDARY ALCOHOLS; ENOLATE CHEMISTRY; STETTER REACTION; DRUG DISCOVERY;
D O I
10.1021/acs.orglett.8b02538
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The N-heterocyclic carbene (NHC)-catalyzed enantioselective kinetic resolution of anilides (a kind of hemiaminals) is reported. Upon exposure to the reaction in the presence of an NHC precatalyst and base, catalytic C-O bond formation occurs, providing axially chiral isoindolinones in high yields with excellent enantioselectivities.
引用
收藏
页码:5866 / 5871
页数:6
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