4.8 Article

Organocatalyzed Anion Relay Leading to Functionalized 2,3-Dihydrofurans

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ORGANIC LETTERS
卷 15, 期 15, 页码 3978-3981

出版社

AMER CHEMICAL SOC
DOI: 10.1021/ol401881n

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资金

  1. NSFC [21172034]
  2. Department of Science and Technology of Jilin Province [201215002]
  3. Fundamental Research Funds for the Central Universities [11SSXT129, 12SSXT132]
  4. [NCET-11-0611]

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A DABCO-mediated organocatalyzed anion relay cascade based on 1-cinnamoylcyclopropanecarboxamides has been developed and applied in the construction of 2,3-dihydrofurans with the original alkene and amide functionalities intact. In the aza-oxy-carbanion relay process, DABCO provides both the electron source and sink. The enolate anion-triggered ring opening of the cyclopropane is ascribed to the key step in the anion relay cascade.

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