4.8 Article

Pd(0)-Catalyzed Diastereo- and Enantioselective Intermolecular Cycloaddition for Rapid Assembly of 2Acyl-methylenecyclopentanes

Journal

ORGANIC LETTERS
Volume 23, Issue 3, Pages 979-983

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c04169

Keywords

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Funding

  1. Tamaki Foundation
  2. Chugai Pharmaceuticals
  3. National Natural Science Foundation of China [NSFC 22001204]
  4. Young Talent Support Plan of Xi'an Jiaotong University
  5. Fundamental Research Funds for the Central Universities [xtr042020003]
  6. 1000-Plan Program of Shaanxi Province

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The study presents a highly regio-, diastereo-, and enantioselective TMM cycloaddition reaction for the rapid assembly of 2-acyl-methylenecyclopentane in an atom-economic fashion. This intermolecular protocol provides easy and divergent access to a variety of structurally attractive cyclic adducts. The choice of a robust chiral diamidophosphite ligand, developed by the research group, was crucial for the success of this transformation.
A highly regio-, diastereo-, and enantioselective trimethylenemethane (TMM) cycloaddition reaction for the rapid assembly of 2-acyl-methylenecyclopentane in an atom-economic fashion is described. This intermolecular protocol allows for facile and divergent access to an array of structurally attractive cyclic adducts. The choice of a robust chiral diamidophosphite ligand, developed by our group, proved to be crucial for the success of this transformation.

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