Issue 18, 1976

Skeletal rearrangements through homoenolizable methyl groups in acyclic ketones. The effect of strain on the regioselectivity of β-enolate cleavage

Abstract

Di-t-butyl ketone and 5,5,7,7-tetramethylunde-can-6-one have been found to isomerize slowly under strongly basic conditions (ButO–ButOH, 185 °C), constituting the first examples of skeletal rearrangement through β-enolizable (homoenolizable) methyl groups.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1976, 709-711

Skeletal rearrangements through homoenolizable methyl groups in acyclic ketones. The effect of strain on the regioselectivity of β-enolate cleavage

M. B. Rampersad and J. B. Stothers, J. Chem. Soc., Chem. Commun., 1976, 709 DOI: 10.1039/C39760000709

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