Issue 4, 1989

C-C bond cleavage of 2-acylimidazolium salts in a sequence involving a new ester homoenolate equivalent. A synthesis of γ-lactones

Abstract

Reaction of the anion of 2-(1-tri-isopropylsiloxyallyl)-N-methoxymethylimidazole with ketones and aldehydes proceeds regioselectivity to give the enol silyl ethers of 2-acylimidazoles which suffer cleavage to γ-lactones after desilylation, N-methylation, and base treatment.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1989, 837-838

C-C bond cleavage of 2-acylimidazolium salts in a sequence involving a new ester homoenolate equivalent. A synthesis of γ-lactones

D. H. Davies, J. Hall and E. H. Smith, J. Chem. Soc., Perkin Trans. 1, 1989, 837 DOI: 10.1039/P19890000837

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