Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 67, Issue 5, Pages 1689-1691Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo016034m
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The total synthesis of echinochrome A is described. Both key intermediates 5 and 8 were efficiently prepared from diisopropyl squarate 7. Nucleophilic addition of aryllithium 8 to 5, followed by thermal ring-expansion/ cyclization of the 1,2-adduct 4, furnished hydroquinone 3. Oxidation and full deprotection of 3 gave the title compound.
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