Enantioselective Construction of Pyrimidine-Fused Diazepinone Derivatives Bearing a Tertiary Stereogenic Center Enabled by Iridium-Catalysed Intramolecular Allylic Substitution

被引：5

作者：

Jiang, Xiaoding ^{[1
]}

Pan, Bendu ^{[1
]}

Qian, Xu ^{[1
]}

Liang, Hao ^{[1
]}

Zhang, Yaqi ^{[1
]}

Chen, Bin ^{[1
]}

He, Xiaobo ^{[1
]}

Chan, Hoi Shan ^{[2
]}

Chan, Albert S. C. ^{[1
]}

Qiu, Liqin ^{[1
]}

机构：

[1] Sun Yat Sen Univ, Sch Chem, Guangdong Key Lab Chiral Mol & Drug Discovery, Guangzhou 510275, Peoples R China

[2] Chinese Univ Hong Kong, Dept Chem, Hong Kong, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2021年 / 363卷 / 13期

基金：

中国国家自然科学基金;

关键词：

Pyrimidine-fused diazepinones; Asymmetric catalysis; Iridium; Allylic substitution; Chiral-bridged biphenyl phosphoramidites; PHOSPHORAMIDITE LIGANDS; ALPHA-ALLYLATION; ALKYLATION; AMINATION; ENANTIO; POTENT; REGIO; IDENTIFICATION; STEREOCENTERS; HYDROGENATION;

D O I：

10.1002/adsc.202100444

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

The iridium-catalysed enantioselective intramolecular allylic substitution of pyrimidine-tethered allylic carbonates was developed. A wide range of chiral pyrimidine-fused diazepinone derivatives were successfully constructed in 88-96% yields with 85-99% ees. This work further highlights the power of chiral-bridged biphenyl phosphoramidites in asymmetric synthesis.

引用

页码：3227 / 3232

页数：6

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