Depsidone synthesis. III. Grayanic acid

Abstract
The structure of the lichen depsidone grayanic acid (1) (6-heptyl-8-hydroxy-3-methoxy-1-methyl-11- oxo-11H-dibenzo[b,e][1,4]dioxepin-7-carboxylic acid) proposed by Shibata and Chiang was confirmed by the synthesis firstly of methyl O-methylgrayanate (19), and then of grayanic acid itself. The key step in both syntheses was an Ullmann reaction.

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