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Open Access Publications from the University of California

Ring-Closing Metathesis with Vicinal Dibromoalkenes as Protected Alkynes: A Synthetic Approach to Macrocyclic Enynes

  • Author(s): Karabiyikoglu, S
  • Iafe, RG
  • Merlic, CA
  • et al.

© 2015 American Chemical Society. A new strategy to access macrocyclic enynes was developed. To block undesired ene-yne cyclization pathways, alkynes were protected via bromination and the resultant acyclic vic-(E)-dibromotrienes participated in selective ene-ene ring closing metathesis reactions. Zinc-promoted deprotection of (E)-dibromodienes provided macrocyclic enynes in high yields.

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