Towards an asymmetric organocatallytic α-cyanation of β-ketoesters

被引：49

作者：

Chowdhury, Raghunath ^{[1
]}

Schoergenhumer, Johannes ^{[1
]}

Novacek, Johanna ^{[1
]}

Waser, Mario ^{[1
]}

机构：

[1] Johannes Kepler Univ Linz, Inst Organ Chem, A-4040 Linz, Austria

来源：

TETRAHEDRON LETTERS | 2015年 / 56卷 / 14期

基金：

奥地利科学基金会;

关键词：

Organocatalysis; Cinchona alkaloids; Hypervalent iodine; Phase-transfer catalysis; HYPERVALENT IODINE; ARYLATION; FUNCTIONALIZATION; CHEMISTRY; CYANO;

D O I：

10.1016/j.tetlet.2015.02.116

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

This communication describes the first proof of concept for an asymmetric alpha-cyanation of beta-ketoesters using a hypervalent iodine-based electrophilic cyanide-transfer reagent. A series of different organocatalysts has been investigated and it was found that the use of naturally occurring Cinchona alkaloids allows obtaining the target products in good yields and with moderate enantioselectivities up to er = 76:24 under operationally simple conditions. (C) 2015 The Authors. Published by Elsevier Ltd. This is an open access article under the CC BY license (http://creativecommons.orgilicenses/by/4.0/).

引用

页码：1911 / 1914

页数：4

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