Enantioselective Construction of Vicinal Quaternary- Tetrasubstituted Carbon Stereocenters by Copper-Catalyzed Decarboxylative Propargylic Substitution

被引：22

作者：

You, Yong ^{[1
]}

Li, Ting-Ting ^{[2
]}

Sun, Ting-Jia ^{[2
]}

Zhang, Yan-Ping ^{[1
,3
]}

Wang, Zhen-Hua ^{[1
]}

Zhao, Jian-Qiang ^{[1
]}

Yuan, Wei-Cheng ^{[1
]}

机构：

[1] Chengdu Univ, Inst Adv Study, Innovat Res Ctr Chiral Drugs, Chengdu 610106, Peoples R China

[2] Chinese Acad Sci, Chengdu Inst Organ Chem, Natl Engn Res Ctr Chiral Drugs, Chengdu 610041, Peoples R China

[3] Chengdu Univ, Sch Pharm, Chengdu 610106, Peoples R China

来源：

ORGANIC LETTERS | 2022年 / 24卷 / 41期

基金：

中国国家自然科学基金;

关键词：

DRUG DISCOVERY; ANNULATION; STRATEGIES;

D O I：

10.1021/acs.orglett.2c03244

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enantioselective construction of vicinal tetrasubstituted carbon stereocenters is a formidable challenge in organic synthesis. A copper-catalyzed asymmetric decarboxylative propargylic substitution with 3-amino oxindoles as trisubstituted carbon nucleophiles and propargylic cyclic carbonates as tertiary carbon electrophiles was developed. A range of 3-amino-3,3 & PRIME;-disubstituted oxindoles bearing vicinal quaternary-tetrasubstituted carbon stereo centers were obtained in high yields and good to excellent stereoselectivities (up to 98% yield, > 20:1 dr, and 98.5:1.5 er).

引用

页码：7671 / 7676

页数：6

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