Facile and selective cleavage of allyl ethers based on palladium(0)-catalyzed allylic alkylation of N,N′-dimethylbarbituric acid

Hirokazu Tsukamoto, Yoshinori Kondo

Research output: Contribution to journalArticlepeer-review

22 Citations (Scopus)

Abstract

The classical palladium(0)-catalyzed allylic alkylation of N,N′-dimethylbarbituric acid can be applied to the facile and selective cleavage of allylic alkyl ethers to release the corresponding alcohols in excellent yield. This reaction proceeds under neutral conditions without any additive to activate the allyl ethers and tolerates various functional groups, such as ester, ether, ketone, alkyl and aryl chloride, nitrile and nitro groups.

Original languageEnglish
Pages (from-to)1061-1063
Number of pages3
JournalSynlett
Issue number7
DOIs
Publication statusPublished - 2003 Jan 1

Keywords

  • Carbonucleophiles
  • Cleavage of allyl ethers
  • High chemoselectivity
  • N,N′-dimethylbarbituric acid
  • Palladium(0)-catalyzed allylic alkylation

ASJC Scopus subject areas

  • Organic Chemistry

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