Total Synthesis of the Lipid-Altering and Antiatherosclerotic Furochromone Khellin. The Furoic Acid Route to Highly Functionalized Benzofurans

DOI: 10.1021/jo00169a069

Source and publish data:

Journal of Organic Chemistry p. 3863 - 3865 (1983)

Update date:2022-08-29

Topics:

Authors:

Gammill, Ronald B.

Hyde, Bruce R.

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Article abstract of DOI:10.1021/jo00169a069

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.

Full text of DOI:10.1021/jo00169a069

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