4.8 Article

Tandem Cycloaddition Reactions of Allenyl Diazo Compounds Forming Triquinanes via Trimethylenemethane Diyls

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 133, Issue 45, Pages 18050-18053

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja207591e

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Funding

  1. National Research Foundation of Korea (NRF)
  2. Ministry of Education, Science and Technology [KRF-2008-314-C00198]
  3. National Research Foundation of Korea [314-2008-1-C00198] Funding Source: Korea Institute of Science & Technology Information (KISTI), National Science & Technology Information Service (NTIS)

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A tandem reaction strategy for forming triquinanes from linear allenyl diazo compounds through an intramolecular 1,3-dipolar cycloaddition reaction of an allenyl diazo group that generates a trimethylenemethane (TMM) diyl followed by an intramolecular [2 + 3] TMM diyl cycloaddition reaction has been developed. The new tandem cycloaddition reaction is readily applicable to the synthesis of complex molecules with high versatility and efficiency.

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