The Journal of Organic Chemistry

Total synthesis of the lipid-altering and antiatherosclerotic furochromone khellin. The furoic acid route to highly functionalized benzofurans

RB Gammill, BR Hyde

Index: Gammill, Ronald B.; Hyde, Bruce R. Journal of Organic Chemistry, 1983 , vol. 48, # 21 p. 3863 - 3865

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Citation Number: 36

Abstract

Summary: 3-Furoic acid is converted to enaminone diester 8, which undergoes Dieckmann cyclization to yield the highly functionalized benzofuran 9. Methylation, Baeyer-Villager oxidation (CHO-OH) and conversion of the resulting hydroxy ester 10 to khellinone constitutes a formal synthesis of khellin.