Interrupted nazarov reactions using dichlorocyclopropanes: A novel mode of arene trapping

被引:43
作者
Grant, Tina N. [1 ]
West, F. G. [1 ]
机构
[1] Univ Alberta, Dept Chem, Edmonton, AB T6G 2G2, Canada
关键词
D O I
10.1021/ol7015669
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
2-Siloxy-2-alkenyl-1,1-dichlorocyclopropanes with aryl-terminated side chains undergo silver-assisted electrocyclic opening/Nazarov cyclization. The resulting 2-siloxycyclopentenyl cations are intercepted by the pendant arenes to furnish tricyclic adducts in moderate to good yields. In cases where the arene trap was tethered through the cyclopropane unit, a new mode of trapping occurred to generate unique bridged carbon frameworks.
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页码:3789 / 3792
页数:4
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