4.8 Article

Phosphine-Catalyzed [8+2]-Annulation of Heptafulvenes with Allenoates and Its Asymmetric Variant: Construction of Bicyclo[5.3.0]decane Scaffold

Journal

ORGANIC LETTERS
Volume 20, Issue 14, Pages 4302-4305

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b01734

Keywords

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Funding

  1. NSFC [21372256, 21572264]
  2. State Key Laboratory of Chemical Resource Engineering
  3. Program for Changjiang Scholars and Innovative Research Team Project [IRT1042]
  4. Shandong Provincial Natural Science Foundation of China [ZR2018BB028]

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In this paper, a phosphine-catalyzed [8 + 2]-annulation of heptafulvene with allenoates has been achieved under mild conditions, giving functionalized bicyclo[5.3.0]-decane derivatives in moderate to excellent yields. Using chiral phosphine as the catalyst, optically active products were obtained in moderate to high yields with excellent enantioselectivities.

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