4.8 Article

Silver-Catalyzed Reaction of Enynals with Alkenes: A Tandem 1,3-Dipolar Cycloaddition/Cyclopropanation

Journal

ORGANIC LETTERS
Volume 16, Issue 17, Pages 4412-4415

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol5017299

Keywords

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Funding

  1. NNSFC [21172077, 21372086]
  2. Program for New Century Excellent Talents in University (NCET) [10-0403]
  3. Guangdong NSF [10351064101000000]
  4. The National Basic Research Program of China (973) [2011CB808600]
  5. SRF for ROCS, State Education Ministry
  6. The Fundamental Research Funds for the Central Universities, SCUT

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A silver-catalyzed reaction of enynals with alkenes to synthesize a series of polycyclic compounds has been developed. The reaction occurred smoothly using enynals with electron-deficient alkynes or terminal alkynes as substrates. The reaction was proposed to proceed through a tandem 1,3-dipolar cycloaddition/cyclopropanation process. The preliminary investigations of the asymmetric catalytic version revealed that the biphosphine ligand could be used as the potential efficient chiral ligand.

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