Chiral dihydroxytetraphenylene-catalyzed enantioselective conjugate addition of boronic acids to β-enaminones

被引：13

作者：

Yao, En-Ze ^{[1
]}

Chai, Guo-Li ^{[1
]}

Zhang, Ping ^{[1
]}

Zhu, Bo ^{[1
]}

Chang, Junbiao ^{[1
]}

机构：

[1] Henan Normal Univ, Sch Chem & Chem Engn, NMPA Key Lab Res & Evaluat Innovat Drug, Henan Key Lab Organ Funct Mol & Drug Innovat, Xinxiang 453007, Henan, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2022年 / 9卷 / 09期

基金：

中国国家自然科学基金;

关键词：

ASYMMETRIC DARZENS REACTION; BOND-FORMING REACTIONS; ALKENYLBORONIC ACIDS; ARYLBORONIC ACIDS; ENONES; AMIDES; CONSTRUCTION; COMPLEXES; MOTUPORIN; CHEMISTRY;

D O I：

10.1039/d1qo01845k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We report the (S)-2,15-Cl-2-DHTP-catalyzed enantioselective conjugate addition of organic boronic acids to beta-enaminones, providing the corresponding addition products in high yields and moderate to excellent enantioselectivities (up to 98% ee). This catalytic system exhibits unique features in terms of mild reaction conditions, high efficiency, broad substrate scope, and the applicability of alkenylboronic acids and heteroarylboronic acids.

引用

页码：2375 / 2381

页数：7

共 63 条

[61] Asymmetric double-conjugate addition of alkenylboronic acids to dienones catalyzed by chiral diols
Zhang, Ping
Chai, Guo-Li
Yao, En-Ze
Guo, Li-Xiao
Liu, Xue-Yu
Chang, Junbiao
[J]. ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (07) : 1575 - 1580
[62] Organocatalyzed Enantioselective Conjugate Addition of Boronic Acids to β,γ-Unsaturated α-Ketoesters
Zhao, Lu
Yao, En-Ze
Chai, Guo-Li
Ma, Shi-Yu
Chang, Junbiao
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (24) : 18211 - 18223
[63] Rhodium-Catalyzed Asymmetric Conjugate Addition of Organoboronic Acids to Carbonyl-Activated Alkenyl Azaarenes
Zhu, Huilong
Yin, Long
Chang, Zhiqian
Wang, Yuhan
Dou, Xiaowei
[J]. ADVANCED SYNTHESIS & CATALYSIS, 2020, 362 (15) : 3142 - 3147

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