Et2MeN·hi-catalyzed reaction of arylboronic acids with 2-acyl-2,3-dihydro-4 h -pyrans leading to 2-aryltetrahydrocyclopenta[1,3,2] dioxaboroles

Takahide Fukuyama*, Takahiro Okamura, Ilhyong Ryu

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

The reaction of arylboronic acids with 2-acyl-2,3-dihydro-4H-pyrans proceeded smoothly in the presence of a catalytic amount of Et2MeNHI to give acyl-substituted 2-aryltetrahydrocyclopenta[1,3,2]dioxaboroles in good yields. The reaction is likely to involve the acid-catalyzed ring-opening reaction of pyrans, an intramolecular aldol reaction, and condensation with boronic acids.

Original languageEnglish
Article numberF17510SS
Pages (from-to)1537-1540
Number of pages4
JournalSynthesis
Issue number10
DOIs
StatePublished - 16 May 2011

Keywords

  • boronic acid
  • boronic ester
  • cyclopentanediol
  • dihydropyran
  • ring contraction

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