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

被引：39

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

页码：5040 / 5045

页数：6

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