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Synthesis of Functionalized 1,3-Butadienes via Pd-Catalyzed Cross-Couplings of Substituted Allenic Esters in Water at Room Temperature.

Daniel J LippincottRoscoe T H LinstadtMichael R MaserFabrice GallouBruce H Lipshutz
Published in: Organic letters (2018)
An environmentally responsible, mild method for the synthesis of functionalized 1,3-butadienes is presented. It utilizes allenic esters of varying substitution patterns, as well as a wide range of boron-based nucleophiles under palladium catalysis, generating sp-sp2, sp2-sp2, and sp2-sp3 bonds. Functional group tolerance measured via robustness screening, along with room temperature and aqueous reaction conditions highlight the methodology's breadth and potential utility in synthesis.
Keyphrases
  • room temperature
  • ionic liquid
  • quantum dots
  • mass spectrometry
  • climate change
  • molecularly imprinted
  • tandem mass spectrometry