A new approach to 4-aryl-1,3-butanediols by cobalt-catalyzed sequential radical cyclization-arylation reaction of silicon-tethered 6-iodo-1-hexene derivatives

Hidenori Someya, Azusa Kondoh, Akinori Sato, Hirohisa Ohmiya, Hideki Yorimitsu, Koichiro Oshima

Research output: Contribution to journalArticlepeer-review

21 Citations (Scopus)

Abstract

Treatment of 6-iodo-4-oxa-3-sila-1-hexene derivatives with arylmagnesium bromide in the presence of a catalytic amount of a cobalt-diamine complex in THF afforded the corresponding benzyl-substituted oxasilacyclopentanes in good yield. The products were converted to 4-aryl-1,3-diols after Tamao-Fleming oxidation.

Original languageEnglish
Pages (from-to)3061-3064
Number of pages4
JournalSynlett
Issue number18
DOIs
Publication statusPublished - 2006 Nov 3
Externally publishedYes

Keywords

  • 1,3-diols
  • Arylation
  • Cobalt
  • Radical reaction
  • Silicon

ASJC Scopus subject areas

  • Organic Chemistry

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