Polarizing the Nazarov cyclization: Efficient catalysis under mild conditions

被引:174
作者
He, W [1 ]
Sun, XF [1 ]
Frontier, AJ [1 ]
机构
[1] Univ Rochester, Dept Chem, Rochester, NY 14627 USA
关键词
D O I
10.1021/ja037910b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Substituted divinyl ketones were studied in the Nazarov cyclization. α-Carbomethoxy divinyl ketones underwent efficient Nazarov cyclization with catalytic copper triflate (2 mol %) to give a single cyclopentenone regio- and stereoisomer. The efficiency of the cyclizations correlated with the ability of the substituents to favorably polarize the π-system of the cationic intermediate. Copyright © 2003 American Chemical Society.
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页码:14278 / 14279
页数:2
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