Homogeneous Pd-catalyzed transformation of terminal alkenes into primary allylic alcohols and derivatives

Ren Tomita, Kohei Mantani, Akiyuki Hamasaki, Tamao Ishida, Makoto Tokunaga

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Synthesis of primary alcohols from terminal alkenes is an important process in both bulk and fine chemical syntheses. Herein, a homogeneous Pd-complex-catalyzed transformation of terminal alkenes into primary allylic alcohols, by using 5 mol % [Pd(PPh3)4] as a catalyst, and H2O, CO2, and quinone derivatives as reagents, is reported. When alcohols were used instead of H2O, allylic ethers were obtained. A proposed mechanism includes the addition of oxygen nucleophiles at the less-hindered terminal position of π-allyl Pd intermediates.

Original languageEnglish
Pages (from-to)9914-9917
Number of pages4
JournalChemistry - A European Journal
Volume20
Issue number32
DOIs
Publication statusPublished - Aug 4 2014

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

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