Utilization of CO2 as a Cl Building Block in a Tandem Asymmetric A3 Coupling-Carboxylative Cyclization Sequence to 2-Oxazolidinones

被引：90

作者：

Gao, Xiao-Tong ^{[1
]}

Gan, Chen-Chen ^{[1
]}

Liu, Si-Yue ^{[3
]}

Zhou, Feng ^{[1
]}

Wu, Hai-Hong ^{[1
]}

Zhou, Jian ^{[1
,2
,4
]}

机构：

[1] East China Normal Univ, Shanghai Key Lab Green Chem & Chem Proc, 3663N Zhongshan Rd, Shanghai 200062, Peoples R China

[2] East China Normal Univ, Shanghai Engn Res Ctr Mol Therapeut & New Drug De, 3663N Zhongshan Rd, Shanghai 200062, Peoples R China

[3] Cent China Normal Univ, Coll Chem, 152 Luoyu Rd, Wuhan 430079, Hubei, Peoples R China

[4] Shanghai Inst Organ Chem, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

来源：

ACS CATALYSIS | 2017年 / 7卷 / 12期

关键词：

CO2; transformation; asymmetric tandem reaction; carboxylative cyclization; A(3) coupling; 2-oxazolidinone; CARBON-DIOXIDE INCORPORATION; TERTIARY AMINE CATALYSIS; EFFICIENT SYNTHESIS; PROPARGYLIC AMINES; ATMOSPHERIC CO2; ENANTIOSELECTIVE SYNTHESIS; OXAZOLIDINONE SYNTHESIS; 3-COMPONENT SYNTHESIS; CYCLIC CARBONATES; TERMINAL ALKYNES;

D O I：

10.1021/acscatal.7b03370

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

We report a tandem asymmetric aldehyde-alkyne-amine (A(3)) coupling-carboxylative cyclization sequence for the highly enantioselective synthesis of chiral N-aryl 2-oxazolidinones. This is a rare example of a multicatalyst-promoted asymmetric tandem reaction using CO2 as a Cl synthon. Notably, the copper species and ligand from the upstream A(3) reaction are internally reused to facilitate the downstream silver-catalyzed carboxylative cyclization.

引用

页码：8588 / 8593

页数：6

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