A practical catalytic method for preparing highly substituted cyclobutanes and cyclobutenes
A practical catalytic method for preparing highly substituted cyclobutanes and cyclobutenes
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DOI：
10.1021/ja042661s
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发表时间：
2005-03-23
影响因子：
15
通讯作者：
Ihara, M
中科院分区：
文献类型：
--
作者：
Inanaga, K;Takasu, K;Ihara, M
Tf2NH是一种有机酸，能有效催化硅烯醇醚与丙烯酸酯或丙酸酯的(2+2)环加成反应。该方法在实用和环境友好的条件下提供了高产率和高立体选择性的高取代环丁烷。展示了其在形成萜烯骨架和合成四元碳环方面的应用。
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.