4.7 Article

Phosphine-catalyzed regiodivergent annulations of γ-substituted allenoates with conjugated dienes

Journal

CHEMICAL COMMUNICATIONS
Volume 55, Issue 68, Pages 10120-10123

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c9cc05207k

Keywords

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Funding

  1. National Natural Science Foundation of China [21702189, 21672193, 21272218]
  2. China Postdoctoral Science Foundation [2017M610458, 2018T110737]
  3. Postdoctoral Research Grant in Henan Province [001701006]
  4. Zhengzhou University of China

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A phosphine catalyzed regiodivergent annulation of gamma-substituted allenoates with conjugated dienes is reported, and highly functionalized cyclohexenes or cyclopentenes were obtained in high yields and regioselectivities. This transformation takes advantage of mild conditions, wide substrate scope and significant functional group tolerance. The high regioselectivity can be achieved by tuning the nucleophilicity of the phosphine catalyst.

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