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

  • Minkyeong Shin
  • , Minjae Kim
  • , Chiwon Hwang
  • , Hyojae Lee
  • , Hyunchul Kwon
  • , Jinyoung Park
  • , Eunsung Lee
  • , Seung Hwan Cho*
  • *Corresponding author for this work
  • Pohang University of Science and Technology

Research output: Contribution to journalJournal articlepeer-review

Abstract

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.

Original languageEnglish
Pages (from-to)2476-2480
Number of pages5
JournalOrganic Letters
Volume22
Issue number6
DOIs
StatePublished - 2020.03.20

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