Tail-To-Tail Stereoselective Dimerization of Acrylate Derivatives via Iridium-Catalyzed Vinylic sp2 C−H Activation

Masafumi Kojima, Mio Sasaki, Mamoru Ito, Takanori Shibata*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

We describe a cationic Ir-catalyzed tail-to-tail dimerization of aryl acrylates starting from vinylic sp2 C−H activation, which gives industrially useful adipic acid ester derivatives in high yields. We further expanded the reaction to an enantioselective dimerization using aryl methacrylates and achieved the first example of catalytic asymmetric dimerization of acrylate derivatives. (Figure presented.).

Original languageEnglish
Pages (from-to)1666-1670
Number of pages5
JournalAdvanced Synthesis and Catalysis
Volume364
Issue number10
DOIs
Publication statusPublished - 2022 May 17

Keywords

  • acrylates
  • dimerization
  • enantioselective self-coupling
  • iridium catalyst
  • vinylic sp C−H bond activation

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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