Formation of 1,1-dimethylallyl derivatives by reaction of 3,3-dimethylallyl halides with copper(ii) chelates of acetylacetone and methyl acetoacetate

J.A. Miller, Rona Black, J. Larkin, D.C. Nonhebel, H.C.S. Wood, Scrimego.C.M

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12 Citations (Scopus)

Abstract

Alkylation of the copper(II) chelates of acetylacetone and methyl acetoacetate by 3,3-dimethylallyl halides yields both 3,3-dimethylallyl and 1,1-dimethylallyl products. Formation of 1,1-dimethylallyl derivatives of these -polyketide analogues appears to be the results of a direct C-alkylation, and is a significant characteristic of the copper chelate reactions, which has not been observed previously with other alkylation reactions of -diketones or -keto-esters.
Original languageEnglish
Pages (from-to)603-606
Number of pages3
JournalJournal of the Chemical Society, Perkin Transactions 1
Issue number6
DOIs
Publication statusPublished - 1973

Keywords

  • 1
  • 1-dimethylallyl
  • 3
  • 3-dimethylallyl halides
  • copper(ii) chelates
  • cetylacetone
  • methyl acetoacetate

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