Efficient Intramolecular Hydroalkoxylation/Cyclization of Unactivated Alkenols Mediated by Lanthanide Triflate Ionic Liquids

被引：80

作者：

Dzudza, Alma ^{[1
]}

Marks, Tobin J. ^{[1
]}

机构：

[1] Northwestern Univ, Dept Chem, Evanston, IL 60208 USA

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 07期

基金：

美国国家科学基金会;

关键词：

ORGANIC-REACTIONS; CARBOXYLIC-ACIDS; C-N; CYCLIZATION; HYDROAMINATION; SCOPE; CATALYSTS; OLEFINS; COMPLEXES; ALCOHOLS;

D O I：

10.1021/ol8029559

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lanthanide triflates, Ln(OTf)(3), serve as efficient catalysts for the intramolecular hydroalkoxylation (HO)/cyclization of primary/secondary and aliphatic/aromatic hydroxyalkenes in room temperature ionic liquids (RTILs). Cyclizations are effective in the formation of five- and six-membered oxygen heterocycles with Markovnikov-type selectivity. Reaction rates exhibit first-order dependence on [Ln(3+)] and [substrate].

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页码：1523 / 1526

页数：4

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