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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
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.
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页码:2736 / 2739
页数:4
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