Ni-Catalyzed Asymmetric Reductive Arylation of α-Substituted Imides

被引:8
作者
Chen, Li-Ming [1 ]
Shin, Chungkeun [1 ]
Delano, Travis J. [1 ]
Carretero-Cerdan, Alba [1 ,2 ]
Gheibi, Golsa [1 ]
Reisman, Sarah E. [1 ]
机构
[1] CALTECH, Div Chem & Chem Engn, Warren & Katharine Schlinger Lab Chem & Chem Engn, Pasadena, CA 91125 USA
[2] KTH Royal Inst Technol, CBH Sch, Div Theoret Chem & Biol, S-10044 Stockholm, Sweden
基金
瑞典研究理事会;
关键词
OXIDATIVE ADDITION; DERIVATIVES; THALIDOMIDE; MECHANISM; ELECTROPHILES; COMPLEXES; NICKEL;
D O I
10.1021/jacs.4c09327
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
alpha-Aryl imides are common structural motifs in bioactive molecules and proteolysis-targeting chimeras designed for targeted protein degradation. An asymmetric Ni-catalyzed reductive cross-coupling of imide electrophiles and (hetero)aryl halides has been developed to synthesize enantioenriched alpha-arylglutarimides from simple starting materials. Judicious selection of electrophile pairs allows for coupling of both electron-rich and electron-deficient (hetero)aryl halides in good yields and enantioselectivities.
引用
收藏
页码:29523 / 29530
页数:8
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