Substitution of quinizarin and 5-hydroxyquinizarin at C-2

…, P Towers, CW Greenhalgh

Index: Sutherland, James K.; Towers, Patrick; Greenhalgh, Colin W. Journal of the Chemical Society, Chemical Communications, 1981 , # 15 p. 740 - 741

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Abstract

Summary Carbanions derived from ethyl acetoacetate, acetylacetone, and alkyl nitro-compounds add to C-2 of quinizarin and its 5-hydroxy-derivative. ... IN previous work1 we have shown that Marschalk (aldol) reaction of Zeuco-5-hydroxyquinizarin led, under appropriate conditions, to either predominant C-2 or C-3 alkylation. This selectivity has since been used in a synthesis of t-rhodo- mycinone., We have since discovered that, while such alkylations are ...