Side arm modified chiral bisoxazoline ligands: Recent development and prospect in asymmetric catalysis

被引：10

作者：

Wang, Lijia ^{[1
]}

Tang, Yong ^{[2
]}

机构：

[1] East China Normal Univ, Shanghai Engn Res Ctr Mol Therapeut & New Drug Dev, Dept Chem, 3663 North Zhongshan Rd, Shanghai 200062, Peoples R China

[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometall Chem, 345 Lingling Rd, Shanghai 200032, Peoples R China

来源：

TETRAHEDRON | 2022年 / 129卷

基金：

美国国家科学基金会;

关键词：

OXAZOLINE-CONTAINING LIGANDS; HIGHLY ENANTIOSELECTIVE SYNTHESIS; INTRAMOLECULAR CYCLOPROPANATION; BIS(OXAZOLINE) LIGANDS; MICHAEL ADDITION; CONSTRUCTION; COMPLEXES; OLEFINS; CYCLOADDITION; CYCLOBUTANES;

D O I：

10.1016/j.tet.2022.133121

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In the past decades, side arm modified chiral bisoxazoline ligands (SaBOX) have attracted considerable attention in the asymmetric catalysis field, beyond traditional Lewis acid catalysis. A number of different types of enantioselective reactions have been developed in high yield with excellent enantioselectivity by employing SaBOX as chiral ligands. In this review, recent development and prospect on the application of SaBOX ligand in organometallic catalytic asymmetric reactions are discussed. This review does not focus on Lewis acid catalyzed reactions. (c) 2022 Elsevier Ltd. All rights reserved.

引用

页数：10

共 77 条

[1] Enoldiazosulfones for Highly Enantioselective [3+3]-Cycloaddition with Nitrones Catalyzed by Copper(I) with Chiral BOX Ligands [J].

Adly, Frady G. ;

Marichev, Kostiantyn O. ;

Jensen, Joseph A. ;

Arman, Hadi ;

Doyle, Michael P. .

ORGANIC LETTERS, 2019, 21 (01) :40-44

[2] BIS(4,5-DIHYDROOXAZOLYL) DERIVATIVES IN ASYMMETRIC CATALYSIS [J].

BOLM, C .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1991, 30 (05) :542-543

[3] Catalytic Asymmetric Fluorination of Copper Carbene Complexes: Preparative Advances and a Mechanistic Rationale [J].

Buchsteiner, Michael ;

Martinez-Rodriguez, Luis ;

Jerabek, Paul ;

Pozo, Iago ;

Patzer, Michael ;

Noethling, Nils ;

Lehmann, Christian W. ;

Fuerstner, Alois .

CHEMISTRY-A EUROPEAN JOURNAL, 2020, 26 (11) :2509-2515

[4] Enantioselective Conia-Ene-Type Cyclizations of Alkynyl Ketones through Cooperative Action of B(C6F5)3, N-Alkylamine and a Zn-Based Catalyst [J].

Cao, Min ;

Yesilcimen, Ahmet ;

Wasa, Masayuki .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (10) :4199-4203

[5] Asymmetric Nazarov Reaction Catalyzed by Chiral Tris(oxazoline)/Copper(II) [J].

Cao, Peng ;

Deng, Chao ;

Zhou, You-Yun ;

Sun, Xiu-Li ;

Zheng, Jun-Cheng ;

Xie, Zuowei ;

Tang, Yong .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (26) :4463-4466

[6] Access to Hexahydrocarbazoles: The Thorpe-Ingold Effects of the Ligand on Enantioselectivity [J].

Chen, Hao ;

Wang, Lijia ;

Wang, Feng ;

Zhao, Liu-Peng ;

Wang, Pan ;

Tang, Yong .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (24) :6942-6945

[7] Rapid Construction of Enantioenriched Benzofurochromanes by SaBOX/Copper(II) Catalyzed Enantioselective [3+2] Annulation of ?-Chromenes with Quinones [J].

Chen, Yang ;

Li, Geng-Xie ;

Peng, Ai-Qing ;

Tang, Yong ;

Wang, Lijia .

ORGANIC LETTERS, 2022, :5525-5529

[8] Enantioselective Synthesis of Trisubstituted Allenes via Cu(I)-Catalyzed Coupling of Diazoalkanes with Terminal Alkynes [J].

Chu, Wen-Dao ;

Zhang, Lei ;

Zhang, Zhikun ;

Zhou, Qi ;

Mo, Fanyang ;

Zhang, Yan ;

Wang, Jianbo .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2016, 138 (44) :14558-14561

[9] Further Developments and Applications of Oxazoline-Containing Ligands in Asymmetric Catalysis [J].

Connon, Robert ;

Roche, Brendan ;

Rokade, Balaji, V ;

Guiry, Patrick J. .

CHEMICAL REVIEWS, 2021, 121 (11) :6373-6520

[10] Copper-Mediated, Heterogeneous, Enantioselective Intramolecular Buchner Reactions of α-Diazoketones Using Continuous Flow Processing [J].

Crowley, Daniel C. ;

Lynch, Denis ;

Maguire, Anita R. .

JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (07) :3794-3805

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