Dual Nucleophilic/Electrophilic Capture of In Situ Generated Iminium Ethers: Towards the Synthesis of Functionalized Amide Building Blocks

被引：29

作者：

Peng, Bo ^{[1
]}

O'Donovan, Daniel H. ^{[1
]}

Jurberg, Igor D. ^{[1
]}

Maulide, Nuno ^{[1
]}

机构：

[1] Max Planck Inst Kohlenforsch, D-45470 Mulheim, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2012年 / 18卷 / 51期

关键词：

amides; Claisen rearrangement; iminiums; keteniminium; rearrangement; ASYMMETRIC SCHMIDT REACTION; CLAISEN-COPE REARRANGEMENT; KETENIMINIUM SALTS; KETENES; ISOCYANATES; LACTONES; CATIONS; KETONES;

D O I：

10.1002/chem.201203293

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Rearranging its feathers: The transformation of simple linear amides into a diverse range of branched, functionalized products by conversion to iminium esters is followed by sequential treatment with nucleophiles and electrophiles (see scheme). The method takes advantage of a novel Claisen rearrangement and the use of aromatic substrates greatly facilitates the formation of the intermediate iminium ether. © 2012 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：16292 / 16296

页数：5

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