Chiral Hydroxytetraphenylene-Catalyzed Asymmetric Conjugate Addition of Boronic Acids to Enones

被引：38
作者：
Chai, Guo-Li [1 ]
Sun, A-Qiang [1 ]
Zhai, Dong [2 ]
Wang, Juan [1 ]
Deng, Wei-Qiao [1 ,2 ]
Wong, Henry N. C. [1 ,3 ]
Chang, Junbiao [1 ]
机构：
[1] Henan Normal Univ, Sch Chem & Chem Engn, Henan Key Lab Organ Funct Mol & Drug Innovat, Xinxiang 453007, Henan, Peoples R China
[2] Shandong Univ, Inst Mol Sci & Engn, Qingdao 266237, Shandong, Peoples R China
[3] Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai Hong Kong Joint Lab Chem Synth, 345 Lingling Rd, Shanghai 200032, Peoples R China
来源：
ORGANIC LETTERS | 2019年 / 21卷 / 13期
基金：
中国国家自然科学基金;
关键词：
ALKENYLBORONIC ACIDS; ALPHA; BETA-UNSATURATED KETONES; STEREOSELECTIVE-SYNTHESIS; 1,4-ADDITION REACTION; ALKYNYLATION; ARYL; TRIFLUOROMETHYLATION; ALKENYLATION; CONSTRUCTION; RATIONALE;
D O I：
10.1021/acs.orglett.9b01637
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
(S)-2,15-Br-2-DHTP-catalyzed asymmetric conjugate addition of boronic acids to beta-trifluoromethyl alpha,beta-unsaturated ketones and enones was studied. The reaction afforded the corresponding Michael addition products in moderate to high yields with excellent enantioselectivities (up to 99:1 er). This catalytic system features mild reaction conditions, high efficiency, and tolerance to heteroarylboronic acids.
引用
收藏
页码：5040 / 5045
页数：6
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