Synthesis of S(IV)-Stereogenic Chiral Thio-Oxazolidinones via Palladium-Catalyzed Asymmetric [3+2] Annulations

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成果类型：

期刊论文

作者：

Wang, Bao-Cheng;Hu, Fang;Bai, Jiahui;Xiong, Fen-Ya;Chen, Peng;...

通讯作者：

Lu, LQ;Guo, YL

作者机构：

[Lu, Liang-Qiu; Lu, LQ; Wang, Bao-Cheng; Chen, Peng; Xiao, Wen-Jing; Xiong, Fen-Ya; Li, Jianye] Cent China Normal Univ, Coll Chem, Engn Res Ctr Photoenergy Utilizat Pollut Control &, Minist Educ, 152 Luoyu Rd, Wuhan 430079, Peoples R China.

[Hu, Fang; Tan, Ying] Tsinghua Univ, Tsinghua Shenzhen Int Grad Sch, State Key Lab Chem Oncogen, Key Lab Chem Biol, Shenzhen 518055, Peoples R China.

[Guo, Yin-Long; Bai, Jiahui; Guo, YL] Univ Chinese Acad Sci, Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai Inst Organ Chem, 345 Lingling Lu, Shanghai 200032, Peoples R China.

[Xiao, Wen-Jing] Wuhan Inst Photochem & Technol, Wuhan 430082, Hubei, Peoples R China.

[Lu, Liang-Qiu; Lu, LQ] Chinese Acad Sci, State Key Lab Oxo Synth & Select Oxidat, Lanzhou Inst Chem Phys LICP, Lanzhou 730000, Peoples R China.

通讯机构：

[Lu, LQ ] C

[Guo, YL ] U

Cent China Normal Univ, Coll Chem, Engn Res Ctr Photoenergy Utilizat Pollut Control &, Minist Educ, 152 Luoyu Rd, Wuhan 430079, Peoples R China.

Univ Chinese Acad Sci, Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai Inst Organ Chem, 345 Lingling Lu, Shanghai 200032, Peoples R China.

Chinese Acad Sci, State Key Lab Oxo Synth & Select Oxidat, Lanzhou Inst Chem Phys LICP, Lanzhou 730000, Peoples R China.

语种：

英文

关键词：

asymmetric catalysis;[3+2] annulation;hydrogen bonding;palladium;sulfur chirality

期刊：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

ISSN：

1433-7851

年：

2024

卷：

期：

页码：

e202319728-

DOI：

10.1002/anie.202319728

基金类别：

National Natural Science Foundation of China; Shanghai Science and Technology Innovation Action Plan [21142200800]; Central China Normal University; [22271113]; [21971056]; [91956201]; [21820102003]

机构署名：

本校为第一且通讯机构

院系归属：

化学学院

摘要：

Organic molecules bearing chiral sulfur stereocenters exert a great impact on asymmetric catalysis and synthesis, chiral drugs, and chiral materials. Compared with acyclic ones, the catalytic asymmetric synthesis of thio-heterocycles has largely lagged behind due to the lack of efficient synthetic strategies. Here we establish the first modular platform to access chiral thio-oxazolidinones via Pd-catalyzed asymmetric [3+2] annulations of vinylethylene carbonates with sulfinylanilines. This protocol is featured by readily available starting materials, and high enantio- and diastereoselectivity....

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Synthesis of S(IV)-Stereogenic Chiral Thio-Oxazolidinones via Palladium-Catalyzed Asymmetric [3+2] Annulations

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