Stereocontrolled, Divergent, Al(III)-Catalyzed Coupling of Chiral N-Aryl Epoxy Amines and CO2

被引：26
|
作者：
Lee, Yuseop [1 ]
Choi, Jonghoon [1 ]
Kim, Hyunwoo [1 ]
机构：
[1] Korea Adv Inst Sci & Technol, Dept Chem, Daejeon 34141, South Korea
来源：
ORGANIC LETTERS | 2018年 / 20卷 / 16期
关键词：
CARBON-DIOXIDE; CYCLIC CARBONATES; SELECTIVE FORMATION; EPOXIDES; CATALYSTS; COPOLYMERIZATION; CYCLOADDITION; POLYMERIZATION; POLYCARBONATES; TRANSFORMATION;
D O I：
10.1021/acs.orglett.8b02186
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A divergent coupling reaction was achieved between N-aryl epoxy amines and CO2. By using two different cocatalysts, tetrabutylammonium iodide (TBAI) or 4-dimethylaminopyridine (DMAP) together with an Al(III) Lewis acid, cyclic carbonates or oxazolidinones were selectively produced through two distinct reaction pathways, respectively. The proposed reaction mechanism was supported by the stereochemical determination of the products. A gram-scale production of Linezolid was successfully achieved.
引用
收藏
页码：5036 / 5039
页数：4
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