Acetal Formation Facilitated in 2-Hydroxyaryl Aldehydes by Intramolecular Acyl Group Transfer

Autor: Liepa, AJ, Liepa, AJ, Morton, TC, Morton, TC
Zdroj: Australian Journal of Chemistry; 1986, Vol. 39 Issue: 11 p1747-1757, 11p
Abstrakt: Convenient preparations of synthetically useful acetals, a dithioacetal and an oxathiolan from the 2-acyl derivatives of 2-hydroxyaryl aldehydes under basic conditions are described. The mildness of the reaction conditions is illustrated by the formation of an ethoxycarbonyl -substituted dioxolan . The reaction is dependent upon an intramolecular acetyl group transfer and the mechanism of the reaction is discussed. Some broader implications of this type of acyl transfer are discussed.
Databáze: Supplemental Index