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.
|Number of pages||3|
|Journal||Journal of the Chemical Society, Perkin Transactions 1|
|Publication status||Published - 1973|
- 3-dimethylallyl halides
- copper(ii) chelates
- methyl acetoacetate
Miller, J. A., Black, R., Larkin, J., Nonhebel, D. C., 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), 603-606. https://doi.org/10.1039/P19730000603