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

Miller, J.A. and Black, Rona and Larkin, J. and Nonhebel, D.C. and Wood, H.C.S., Scrimego.C.M (1973) Formation of 1,1-dimethylallyl derivatives by reaction of 3,3-dimethylallyl halides with copper(ii) chelates of acetylacetone and methyl acetoacetate. Journal of the Chemical Society, Perkin Transactions 1 (6). pp. 603-606. ISSN 1472-7781 (https://doi.org/10.1039/P19730000603)

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.

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  Item type:	Article
  ID code:	36569
  Dates:	Date Event 1973 Published
  Keywords:	1, 1-dimethylallyl, 3, 3-dimethylallyl halides, copper(ii) chelates, cetylacetone, methyl acetoacetate, Chemical engineering, Physical and theoretical chemistry, Chemistry(all)
  Subjects:	Technology > Chemical engineering Science > Chemistry > Physical and theoretical chemistry
  Department:	Faculty of Science > Physics
  Depositing user:	Pure Administrator
  Date deposited:	06 Jan 2012 05:24
  Last modified:	03 Feb 2023 02:03
  URI:	https://strathprints.strath.ac.uk/id/eprint/36569