The Journal of Organic Chemistry

Enol esters. XII. C-acylations with enol esters

ES Rothman, GC Moore

Index: Rothman,E.S.; Moore,G.G. Journal of Organic Chemistry, 1970 , vol. 35, p. 2351 - 2353

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Citation Number: 11

Abstract

Isopropenyl esters under conditions of aluminum chloride catalysis provide a simple method of preparation of p-keto aldehydes and symmetrical p diketones. For example, isopropenyl stearate gives distearoylmethane. Under mild conditions vinyl stearate gives the p-keto aldehyde 3-oxoeicosanal, but on longer heating distearoylmethane results. With aromatic systems, isopropenyl stearate gives typical Friedel-Crafts acylation products in good ...