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Facile Synthesis of α-Boryl-Substituted Allylboronate Esters Using Stable Bis[(pinacolato)boryl]methylzinc Reagents.

Minkyeong ShinMinjae KimChiwon HwangHyojae LeeHyunchul KwonJinyoung ParkEunsung LeeSeung Hwan Cho
Published in: Organic letters (2020)
Reported herein is the utilization of bis[(pinacolato)boryl]methylzinc halides, whose structures are characterized via single-crystal X-ray analysis, as solid storable reagents for copper-catalyzed coupling with vinyliodonum salts. The reaction proceeds under mild conditions and shows broad scope with respect to vinyliodonium salts, affording various α-boryl-substituted allylboronate esters in good yields. Synthetic applications of the obtained products are also demonstrated.
Keyphrases
  • ionic liquid
  • molecular docking
  • room temperature
  • high resolution
  • magnetic resonance imaging
  • computed tomography
  • mass spectrometry
  • dual energy
  • molecular dynamics simulations