The chemistry of small ring compounds. Part 30. Reactions of arylcyclopropanone hemiacetals with bases and acids

BH Bakker, HJ van Ramesdonk…

Index: Bakker,B.H. et al. Recueil des Travaux Chimiques des Pays-Bas, 1975 , vol. 94, p. 64 - 69

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Abstract

Abstract The arylcyclopropanone methyl hemiacetals (aryl= C 6 H 5, p-ClC 6 H 4 and p-CH 3 C 6 H 4) are quantitatively isomerised by sodium methoxide or tert-amines to propionic esters. The ring fission is rapid and occurs exclusively at the C 1-C 2 position, leading to products derived from the most stable incipient carbanion.

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