Metal-free, enantioselective strecker reactions catalyzed by chiral BINOL and TADDOL catalysts

被引：112

作者：

Rueping, Magnus ^{[1
]}

Sugiono, Erli ^{[1
]}

Moreth, Stefan A. ^{[1
]}

机构：

[1] Inst Organ Chem & Chem Biol, D-60438 Frankfurt, Germany

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2007年 / 349卷 / 4-5期

关键词：

amino acids; BINOL phosphate; Bronsted acid; hydrocyanation; Strecker reaction; TADDOL;

D O I：

10.1002/adsc.200600405

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

An efficient, metal-free Bronsted acidcatalyzed, enantioselective hydrocyanation of ketoimines has been developed. This BINOL phosphate-catalyzed Strecker reaction provides the corresponding amino nitriles, precursors of quaternary amino acids, in good isolated yields and enantioselectivities. Additionally, we demonstrate that chiral diols, such as TADDOL, are effective enantioselective catalysts for the hydrogen-bond activation of aldimines.

引用

页码：759 / 764

页数：6

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