Rauhut-Currier-Initiated Organocascade Reaction: Synthesis of Substituted Dispirocyclohexanes through a [2+2+2] Strategy between 2-Arylideneindan-1,3-diones and Activated Alkenes

Yi Ya Zhang, Ramani Gurubrahamam, Kwunmin Chen*

*此作品的通信作者

研究成果: 雜誌貢獻期刊論文同行評審

16 引文 斯高帕斯(Scopus)

摘要

For the synthesis of multisubstituted dispirocyclohexane derivatives, a Rauhut-Currier-initiated organocascade reaction between 2-arylideneindan-1,3-diones and activated alkenes in the presence of diazabicyclo[2.2.2]octane (DABCO) was demonstrated. The functionalized dispirocyclohexanes with a wide range of substituents were obtained in satisfactory to excellent chemical yields (58-99%) with high chemo- and diastereoselectivities (>95:5 dr). This organocatalytic reaction proceeded smoothly through Michael/Michael cyclization, which involves the formation of three new carbon-carbon bonds with simultaneous construction of two all-carbon spiro quaternary centers.

原文英語
頁(從 - 到)2457-2463
頁數7
期刊Advanced Synthesis and Catalysis
357
發行號11
DOIs
出版狀態已發佈 - 2015 8月 1

ASJC Scopus subject areas

  • 催化
  • 有機化學

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