Bioscience, Biotechnology, and Biochemistry 2007-06-01

A concise synthetic approach to beta,gamma-dehydrocurvularin: synthesis of (+/-)-di-O-methyl-beta,gamma-dehydrocurvularin.

Takuho Miyagi, Shigefumi Kuwahara

Index: Biosci. Biotechnol. Biochem. 71(6) , 1592-4, (2007)

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Abstract

A concise synthesis of di-O-methyl-beta,gamma-dehydrocurvularin, the di-O-methylated derivative of the naturally occurring nematicidal macrolide, beta,gamma-dehydrocurvuralin, was accomplished by starting from a commercially available aromatic carboxylic acid in a three-step sequence consisting of esterification, Friedel-Crafts acylation, and microwave-promoted ring-closing metathesis.