Reduction of Some Vinylogous Esters with Lithium Aluminium Hydride. VII. : On the Six Membered Vinylogous Esters substituted by Alkoxy Group at the α-Position

Abstract

2-Ethoxy-3-methoxy-2-cyclohexenone (II) and 2, 3, 5-trimethoxy-2-cyclohexenone (III) were prepared from pyrogallol in a satisfactory yield. II was reduced with lithium aluminium hydride to 2-ethoxy-3-methoxy-2-cyclohexenol (XXV), which was not so stable. III was reduced under the same condition to 2, 5-dimethoxy-2-cyclohexenol (XXIX) and 2, 3, 5-trimethoxy-2-cyclohexenol (XXX). XXX was relatively stable but was not so stable as the reduced product of acutumine (I).