Amine-Promoted anti-Markovnikov Addition of 1,3-Dicarbonyl Compounds with Terminal Alkynes under Rhenium Catalysis

Masahito Murai, Erika Uemura, Kazuhiko Takai

Research output: Contribution to journalArticle

14 Citations (Scopus)

Abstract

Amines have been identified to greatly accelerate the intermolecular anti-Markovnikov addition of carbon nucleophiles to unactivated terminal alkynes. Using a combination of [ReBr(CO)3(thf)]2 and iPr2NEt, construction of cyclic all-carbon quaternary centers was achieved with various 1,3-ketoesters, diketones, and diesters with lower catalyst loading under milder conditions. The type of addition could be easily controlled by choice of additive, highlighting the unique features of rhenium catalysis

Original languageEnglish
Pages (from-to)5454-5459
Number of pages6
JournalACS Catalysis
Volume8
Issue number6
DOIs
Publication statusPublished - Jun 1 2018

Keywords

  • 1 3-dicarbonyl compound
  • amine
  • anti-Markovnikov addition
  • rhenium
  • vinylidene

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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