Asymmetric Synthesis of 3,4-Dihydroquinolin-2-ones via a Stereoselective Palladium-Catalyzed Decarboxylative [4+2]-Cycloaddition

被引:69
作者
Jin, Jing-Hai [1 ,2 ]
Wang, Hao [1 ,2 ]
Yang, Zhong-Tao [1 ,2 ]
Yang, Wu-Lin [1 ,2 ]
Tang, Wenjun [1 ,2 ,3 ]
Deng, Wei-Ping [1 ,2 ]
机构
[1] East China Univ Sci & Technol, Sch Pharm, 130 Meilong Rd, Shanghai 200237, Peoples R China
[2] East China Univ Sci & Technol, Shanghai Key Lab New Drug Design, 130 Meilong Rd, Shanghai 200237, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, State Key Lab Bioorgan & Nat Prod Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
4+2 CYCLOADDITIONS; CASCADE REACTION; CONSTRUCTION; DERIVATIVES; ACCESS; QUINOLINONES; HETEROCYCLES; ACTIVATION; GENERATION; EFFICIENT;
D O I
10.1021/acs.orglett.7b03467
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient, palladium-catalyzed, decarboxylative [4 + 2]-cycloaddition of 4-vinyl benzoxazinanones with carboxylic acids has been developed with the employment of P-chiral mono phosphorus ligand BI-DIME, affording a series of structurally diverse 3,4-dihydroquinolin-2-ones bearing two contiguous stereogenic centers in moderate to good yields with good to excellent stereoselectivities.
引用
收藏
页码:104 / 107
页数:4
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