Super Bronsted acid catalysis

被引:130
作者
Cheon, Cheol Hong [1 ]
Yamamoto, Hisashi [1 ]
机构
[1] Univ Chicago, Dept Chem, Chicago, IL 60637 USA
关键词
DIELS-ALDER REACTION; SILICON LEWIS-ACIDS; SILYL ENOL ETHERS; MUKAIYAMA-ALDOL; PHOSPHORIC-ACID; ENANTIOSELECTIVE ALLYLBORATION; 1,3-DIPOLAR CYCLOADDITION; SUPERSUBSTITUENT =NSO2CF3; SQUARAMIDE DERIVATIVES; VERSATILE CATALYST;
D O I
10.1039/c0cc04867d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Bronsted acid catalysis has emerged as a new class of catalysis in modern organic synthesis. However, in order to make the utility of the Bronsted acid catalysis as broad as the well-developed Lewis acid catalysis, it is desirable to develop Bronsted acids demonstrating both high reactivities and selectivities. In this feature article, we will present our achievement in the design and development of strong Bronsted acids and their application to organic reactions. Furthermore, we will describe the Tf2NH-catalyzed Mukaiyama aldol reaction of super silyl enol ethers. We also will highlight the differences in reactivity and chemo- and stereo-selectivity between Bronsted and Lewis acid catalysis.
引用
收藏
页码:3043 / 3056
页数:14
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