Regiospecific reactions of some vinylogous ketene acetals with haloquinones and their regioselective formation by dienolization

C Brisson, P Brassard

Index: Brisson, Clement; Brassard, Paul Journal of Organic Chemistry, 1981 , vol. 46, # 9 p. 1810 - 1814

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Citation Number: 45

Abstract

oxy-1, 4-naphthoquinone (the methyl ether of 8). A small amount of 2-chloro-5, 6-dimethoxy- l, 4-naphthoquinone was also isolated and undoubtedly resulted from a dienonephenol-type of rearrangement involving an intermediate acetal. 2 Similar reaction mixtures treated with silica gel or formed in Me2S0 at room temperature gave the hydroxynaphthoquinone 8 with comparable efficiency (17-21%). It was eventually determined that the best results were ...