Catalytic Asymmetric Inverse-Electron Demand 1,3-Dipolar Cycloaddition of Isoquinolinium Methylides with Enecarbamates by a Chiral N,N′-Dioxide/Ag(I) Complex

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• 作者：Yali Xu ; Yuting Liao ; Lili Lin ; Yuhang Zhou ; Jun Li ; Xiaohua Liu ; Xiaoming Feng
• 刊名：ACS Catalysis
• 出版年：2016
• 出版时间：February 5, 2016
• 年：2016
• 卷：6
• 期：2
• 页码：589-592
• 全文大小：366K
• ISSN：2155-5435

文摘

The first catalytic asymmetric inverse-electron demand [3 + 2]-cycloaddition of isoquinolinium methylides with enecarbamates has been realized by using a N,N′-dioxide/Ag(I) complex. The optically active pyrroloisoquinolines and pyrrolophthalazine were obtained in up to 99% yield, >19:1 d.r., and 95% ee. On the basis of fluorescence, ESI-MS analysis, and X-ray structure of the product, a reasonable transition state was proposed.