Copper-Catalyzed Highly Enantioselective Cyclopentannulation of Indoles with Donor鈥揂cceptor Cyclopropanes

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• 作者：Hu Xiong ; Hao Xu ; Saihu Liao ; Zuowei Xie ; Yong Tang
• 刊名：The Journal of the American Chemical Society
• 出版年：2013
• 出版时间：May 29, 2013
• 年：2013
• 卷：135
• 期：21
• 页码：7851-7854
• 全文大小：362K
• 年卷期：v.135,no.21(May 29, 2013)
• ISSN：1520-5126

文摘

A highly diastereo- and enantioselective BOX/Cu(II)-catalyzed C2,C3-cyclopentannulation of indoles with donor鈥揳cceptor cyclopropanes has been developed on the basis of asymmetric formal [3 + 2] cycloaddition of indoles. This reaction provides rapid and facile access to a series of enantioenriched cyclopenta-fused indoline products and can be further extended to the construction of tetracyclic pyrroloindolines. The synthetic potential of the reaction was demonstrated in a four-step synthesis of the core structure of borreverine.