Crossed Intermolecular [2+2] Cycloadditions of Acyclic Enones via Visible Light Photocatalysis

被引:363
作者
Du, Juana [1 ]
Yoon, Tehshik P. [1 ]
机构
[1] Univ Wisconsin, Dept Chem, Madison, WI 53705 USA
关键词
INTRAMOLECULAR CYCLOBUTANATION; ELECTRON-TRANSFER; BIS(ENONES); MECHANISM; PATHWAYS;
D O I
10.1021/ja903732v
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Efficient [2+2] heterodimerizations of dissimilar acyclic enones can be accomplished upon visible light irradiation in the presence of a ruthenium(II) photocatalyst. Similar cycloadditions under standard UV photolysis conditions are inefficient and unselective. Nevertheless, a diverse range of unsymmetrical tri- and tetrasubstituted cyclobutane structures can be produced in good yields and excellent diastereoselectivities using this new method. The reaction is promoted by any visible light source, and efficient, gram-scale cycloadditions can be conducted upon irradiating with ambient sunlight.
引用
收藏
页码:14604 / +
页数:3
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