A practical catalytic method for preparing highly substituted cyclobutanes and cyclobutenes

被引:130
作者
Inanaga, K [1 ]
Takasu, K [1 ]
Ihara, M [1 ]
机构
[1] Tohoku Univ, Grad Sch Pharmaceut Sci, Dept Organ Chem, Sendai, Miyagi 9808578, Japan
关键词
D O I
10.1021/ja042661s
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Tf2NH, an organic acid, efficiently catalyzes (2 + 2) cycloaddition reactions of silyl enol ethers with acrylates or propiolate. The process affords highly substituted cyclobutanes in high yield with high stereoselectivity under practical and environmentally benign conditions. Application for the formation of terpene skeletons and multigram synthesis of four-membered carbocycles were demonstrated. Copyright © 2005 American Chemical Society.
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页码:3668 / 3669
页数:2
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