Carbene-Catalyzed Dynamic Kinetic Resolution of Carboxylic Esters

被引：71

作者：

Chen, Xingkuan ^{[1
]}

Fong, Jacqueline Zi Mei ^{[1
]}

Xu, Jianfeng ^{[1
]}

Mou, Chengli ^{[2
]}

Lu, Yunpeng ^{[1
]}

Yang, Song ^{[2
]}

Song, Bao-An ^{[2
]}

Chi, Yonggui Robin ^{[1
,2
]}

机构：

[1] Nanyang Technol Univ, Sch Phys & Math Sci, Div Chem & Biol Chem, Singapore 637371, Singapore

[2] Guizhou Univ, Minist Educ, Lab Breeding Base Green Pesticide & Agr Bioengn, Key Lab Green Pesticide & Agr Bioengn, Guiyang 550025, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2016年 / 138卷 / 23期

基金：

新加坡国家研究基金会;

关键词：

N-HETEROCYCLIC CARBENE; NONSTEROIDAL ANTIINFLAMMATORY AGENTS; SECONDARY ALCOHOLS; ALPHA; BETA-UNSATURATED ALDEHYDES; ORGANOCATALYTIC ACTIVATION; ENANTIOSELECTIVE ADDITION; NUCLEOPHILIC CARBENES; GAMMA-BUTYROLACTONES; ASYMMETRIC-SYNTHESIS; 4+2 ANNULATION;

D O I：

10.1021/jacs.6b00406

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Carbene-catalyzed reaction of carboxylic esters has the potential to offer effective synthetic solutions that cannot be readily achieved-by using the more conventional aldehyde-type substrates. Here we report the first carbene-catalyzed: dynamic kinetic resolution of alpha,alpha-disubstituted carboxylic esters with up to 99:1 er and 99% yield. The present study clearly illustrates the unique power of carbene-catalyzed reactions of readily available and easy to handle carboxylic esters:

引用

页码：7212 / 7215

页数：4

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