Copper-Catalyzed Regio- and Stereoselective Intermolecular Three-Component Oxyarylation of Allenes

被引：37
|
作者：
Itoh, Taisuke [1 ]
Shimizu, Yohei [1 ]
Kanai, Motomu [1 ,2 ]
机构：
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan
[2] Japan Sci & Technol Agcy, ERATO, Kanai Life Sci Catalysis Project, Bunkyo Ku, Tokyo 1130033, Japan
来源：
ORGANIC LETTERS | 2014年 / 16卷 / 10期
关键词：
ELECTROPHILIC CARBOFUNCTIONALIZATION; ALKENE CARBOETHERIFICATION; ALCOHOLS; CARBONYL; HALIDES; ALKYNES; OXYGENATION; OXIDATION; ALDEHYDES; SALTS;
D O I：
10.1021/ol501022d
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A copper(II)-catalyzed intermolecular three-component oxyarylation of allenes using arylboronic acids as a carbon source and TEMPO as an oxygen source is described. The reaction proceeded under mild conditions with high regio- and stereo-selectivity and functional group tolerance. A plausible reaction mechanism is proposed, involving carbocupration of allenes, homolysis of the intervening allylcopper(II), and a radical TEMPO trap.
引用
收藏
页码：2736 / 2739
页数：4
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