Issue 20, 1978

Rearrangement of 4-ylidenebutenolides to cyclopentene-1,3-diones: synthesis of calythrone and related compounds

Abstract

Treatment of 4-ylidenebutenolides with NaOMe in MeOH results in rearrangement to the corresponding cyclopentene-1,3-diones in high yield; the general method is applied in a synthesis of calythrone (1) from Calythrix tetragona, and the related cyclopentene-1,3-diones (6), (8), and (13).

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1978, 880-882

Rearrangement of 4-ylidenebutenolides to cyclopentene-1,3-diones: synthesis of calythrone and related compounds

D. R. Gedge and G. Pattenden, J. Chem. Soc., Chem. Commun., 1978, 880 DOI: 10.1039/C39780000880

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