Silyl Ketene Imines: Highly Versatile Nucleophiles for Catalytic, Asymmetric Synthesis

被引：80

作者：

Denmark, Scott E. ^{[1
]}

Wilson, Tyler W. ^{[1
]}

机构：

[1] Univ Illinois, Dept Chem, Urbana, IL 61801 USA

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2012年 / 51卷 / 40期

关键词：

asymmetric catalysis; cyanides; silanes; synthetic methods; umpolung; LEWIS-BASE ACTIVATION; ACYL CARBANION EQUIVALENTS; ENOL ETHERS; QUATERNARY STEREOCENTERS; ENANTIOSELECTIVE CONSTRUCTION; STEREOSELECTIVE FORMATION; OXIDATIVE DECYANATION; CONJUGATE ADDITION; KETENIMINIUM SALTS; VINYLOGOUS ALDOL;

D O I：

10.1002/anie.201202139

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

This Minireview provides an overview on the development of silyl ketene imines and their recent applications in catalytic, enantioselective reactions. The unique structure of the ketene imine allows a diverse range of reactivity patterns and provides solutions to existing challenges in the enantioselective construction of quaternary stereogenic carbon centers and cross-benzoin adducts. A variety of reactions for which silyl ketene imines have been applied are presented with an overall goal of inspiring new uses for these underutilized nucleophiles.

引用

页码：9980 / 9992

页数：13

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