Enantioselective electrophilic activation of aldehydes, esters and imines via N-heterocyclic carbene catalysis

被引：0

作者：

Li, Shiguang ^{[1
]}

Ling, Dan ^{[1
]}

Deng, Youlin ^{[1
]}

Zhang, Meng ^{[1
]}

Chen, Lingzhu ^{[1
]}

Jin, Zhichao ^{[1
]}

机构：

[1] Guizhou Univ, State Key Lab Green Pesticide, Guiyang 550025, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2025年 / 61卷 / 30期

基金：

中国国家自然科学基金;

关键词：

ASYMMETRIC-SYNTHESIS; BETA-LACTONES; GENERATION; ORGANOCATALYSIS; CONSTRUCTION; UMPOLUNG; AMINES;

D O I：

10.1039/d4cc06625a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We summarize in this review the recent key progress in the NHC-catalyzed electrophilic activation of carbonyl compounds for the regioselective functionalization of saccharides, enantioselective construction of heterocycles, and asymmetric synthesis of axially and planar chiral molecules.

引用

页码：5540 / 5555

页数：16

共 96 条

[71] Addition of N-Heterocyclic Carbenes to Imines: Phenoxide Assisted Deprotonation of an Imidazolium Moiety and Generation of Breslow Intermediates Derived from Imines [J].

Simonovic, Stevan ;

Frison, Jean-Cedric ;

Koyuncu, Hasan ;

Whitwood, Adrian C. ;

Douthwaite, Richard E. .

ORGANIC LETTERS, 2009, 11 (01) :245-247

[72] Carbene-Catalyzed Asymmetric Construction of Atropisomers [J].

Song, Runjiang ;

Xie, Yongtao ;

Jin, Zhichao ;

Chi, Yonggui Robin .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2021, 60 (50) :26026-26037

[73] N-Heterocyclic Carbene-Catalyzed Enantioselective Annulation of Bromoenal and 1,3-Dicarbonyl Compounds [J].

Sun, Fang-Gang ;

Sun, Li-Hui ;

Ye, Song .

ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (17) :3134-3138

[74] Carbene-Catalyzed Activation of C-Si Bonds for Chemo- and Enantioselective Cross Brook-Benzoin Reaction [J].

Tang, Chenghao ;

Wang, Wei ;

Luo, Guoyong ;

Song, Chaoyang ;

Bao, Zhaowei ;

Li, Pei ;

Hao, Gefei ;

Chi, Yonggui Robin ;

Jin, Zhichao .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2022, 61 (34)

[75] Carbene-Catalyzed Enantioselective Addition of Benzylic Carbon to Unsaturated Acyl Azolium for Rapid Synthesis of Pyrrolo[3,2-c]quinolines [J].

Wang, Jilan ;

Li, Yongjia ;

Sun, Jun ;

Wang, Hongling ;

Jin, Zhichao ;

Chi, Yonggui Robin .

ACS CATALYSIS, 2018, 8 (10) :9859-9864

[76] Highly Enantioselective Aza-Michael Reaction between Alkyl Amines and β-Trifluoromethyl β-Aryl Nitroolefins [J].

Wang, Leming ;

Chen, Jiean ;

Huang, Yong .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (51) :15414-15418

[77] Enantioselective Synthesis of Dihydropyridinones via NHC-Catalyzed Aza-Claisen Reaction [J].

Wanner, Benedikt ;

Mahatthananchai, Jessada ;

Bode, Jeffrey W. .

ORGANIC LETTERS, 2011, 13 (19) :5378-5381

[78] Construction of Fused Pyrrolidines and β-Lactones by Carbene-Catalyzed C-N, C-C, and C-O Bond Formations [J].

Wu, Xingxing ;

Hao, Lin ;

Zhang, Yuexia ;

Rakesh, Maiti ;

Reddi, Rambabu N. ;

Yang, Song ;

Song, Bao-An ;

Chi, Yonggui Robin .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (15) :4201-4205

[79] Enantioselective Nucleophilic β-Carbon-Atom Amination of Enals: Carbene-Catalyzed Formal [3+2] Reactions [J].

Wu, Xingxing ;

Liu, Bin ;

Zhang, Yuexia ;

Jeret, Martin ;

Wang, Honglin ;

Zheng, Pengcheng ;

Yang, Song ;

Song, Bao-An ;

Chi, Yonggui Robin .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (40) :12280-12284

[80]

Yang X, 2022, Angew. Chem., Int. Ed., V135

← 1 2 3 4 5 6 7 8 9 10 →