Copper-Catalyzed Reduction of Alkyl Triflates and Iodides: An Efficient Method for the Deoxygenation of Primary and Secondary Alcohols

被引：51
|
作者：
Dang, Hester [1 ]
Cox, Nick [1 ]
Lalic, Gojko [1 ]
机构：
[1] Univ Washington, Dept Chem, Seattle, WA 98195 USA
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2014年 / 53卷 / 03期
基金：
美国国家科学基金会;
关键词：
alcohols; copper; deoxygenation; reduction; silanes; HOMOGENEOUS IONIC HYDROGENATION; SULFONATE ESTERS; SODIUM-BOROHYDRIDE; HALIDES; HYDROGENOLYSIS; ARYL; DEHALOGENATION; HYDRIDES; ETHERS; POLYMETHYLHYDROSILOXANE;
D O I：
10.1002/anie.201307697
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
We describe an effective method for catalytic reduction of 1 degrees alkyl sulfonates, and 1 degrees and 2 degrees iodides in the presence of a wide range of functional groups. This Cu-catalyzed reaction provides a means for the effective deoxygenation of alcohols, as demonstrated by the highly selective reduction of 1 degrees alcohols using a triflation/reduction sequence. A preliminary study of the reaction mechanism suggests that the reduction does not involve free-radical intermediates.
引用
收藏
页码：752 / 756
页数：5
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