Organocatalytic Remote Stereocontrolled Additions of In Situ Formed Electron-Deficient Conjugate Systems

被引：8

作者：

Yue, Zhibin ^{[1
]}

Fang, Fang ^{[2
,3
]}

Xia, Yan ^{[1
]}

Li, Pengfei ^{[2
,3
]}

Li, Wenjun ^{[1
]}

机构：

[1] Qingdao Univ, Sch Pharm, Dept Med Chem, 308 Ningxia Rd, Qingdao 266021, Shandong, Peoples R China

[2] Southern Univ Sci & Technol, Shenzhen Grubbs Inst, Guangming Adv Res Inst, Coll Sci, 1088 Xueyuan Blvd, Shenzhen 518055, Guangdong, Peoples R China

[3] Southern Univ Sci & Technol, Dept Chem, 1088 Xueyuan Blvd, Shenzhen 518055, Guangdong, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2023年 / 365卷 / 12期

关键词：

Addition; Bronsted acids catalysis; Indolylmethanols; Quinone methides; Remote stereocontrol; 1,6-CONJUGATE ADDITION; ASYMMETRIC REACTIONS; MICHAEL REACTION; METHIDES; REGIO;

D O I：

10.1002/adsc.202300246

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Conjugate addition is one of the most powerful and practical methods for the formation of carbon-carbon and carbon-heteroatom bonds in organic synthesis. Owing to the rapid development of asymmetric catalysis, significant progress has been made in the field of asymmetric conjugate addition, such as 1,4-addition and 1,6-addition. However, formidable challenge of controlling chemo-, regio- and stereoselectivity arises with the extended conjugated systems. Recently, with the aid of Bronsted acids catalysis, functionalized benzyl alcohols and indolylmethanols has been successfully developed as suitable precursors of electron-deficient conjugate systems for organocatalytic remote stereocontrolled conjugate additions. This review investigates the advances in the field of organocatalytic enantioselective 1,8-conjugate addition and 1,10-conjugate addition of in situ formed electron-deficient conjugate systems from functionalized alcohols, which is organized according to the substrates.

引用

页码：1926 / 1933

页数：8