Mechanistic insights into the gold-catalyzed cycloisomerization of bromoallenyl ketones: Ligand-controlled regioselectivity

被引：218
|
作者：
Xia, Yuanzhi [1 ,2 ]
Dudnik, Alexander S. [3 ]
Gevorgyan, Vladimir [3 ]
Li, Yahong [1 ,2 ]
机构：
[1] Suzhou Univ, Dept Chem & Chem Engn, Key Lab Organ Synth Jiangsu Prov, Suzhou 215006, Peoples R China
[2] Chinese Acad Sci, Qinghai Inst Salt Lakes, Xining 810008, Peoples R China
[3] Univ Illinois, Dept Chem, Chicago, IL 60607 USA
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2008年 / 130卷 / 22期
关键词：
D O I：
10.1021/ja802144t
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Through computational and experimental studies, the mechanisms of gold-catalyzed cycloisomerization of bromoallenyl ketones in toluene have been elucidated. The divergent 1,2-migrations for the Au(I)- and Au(III)-catalyzed reactions have been investigated, and the results confirmed that the regiochemistry is ligand-dependent in cases of Au(PR3)L (L = Cl, OTf, BF4, and SbF6) catalysts.
引用
收藏
页码：6940 / +
页数：3
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