Catalytic Enantioselective Protonation/Nucleophilic Addition of Diazoesters with Chiral Oxazaborolidinium Ion Activated Carboxylic Acids

被引:20
作者
Kang, Ki-Tae [1 ,2 ]
Kim, Seung Tae [2 ]
Hwang, Geum-Sook [1 ]
Ryu, Do Hyun [2 ]
机构
[1] Western Seoul Ctr, Korea Basic Sci Inst, 150,Bugahyeon ro, Seoul 03759, South Korea
[2] Sungkyunkwan Univ, Dept Chem, 300,Cheoncheon, Suwon 16419, South Korea
基金
新加坡国家研究基金会;
关键词
asymmetric catalysis; boron; Bronsted acid; diazo compounds; reaction mechanisms; ASYMMETRIC ROSKAMP REACTION; H INSERTION REACTIONS; TROPIC ACID; KINETIC RESOLUTION; ETHYL-ESTER; PROTONATION; BOND; DERIVATIVES; CYCLOADDITIONS; MIGRATION;
D O I
10.1002/anie.201612655
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new chiral Bronsted acid derived from carboxylic acid and a chiral oxazaborolidinium ion (COBI), as an activator, is introduced. This acid was successfully applied as a catalyst for the highly enantioselective protonation/nucleophilic addition of diazoesters with carboxylic acids.
引用
收藏
页码:3977 / 3981
页数:5
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