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Synthesis and Biological Evaluation of (±)-Dinemasone C and Analogues

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journal contribution
posted on 03.09.2010, 00:00 by Amie M. Stewart, Kathrin Meier, Barbara Schulz, Michael Steinert, Barry B. Snider
Dinemasone C was prepared in three steps (8% overall yield) from cis-tetrahydro-4-hydroxy-6-methyl-2-pyrone by aldol reaction with 2,4-hexadienal, epoxidation followed by cyclization, and epimerization of the ring fusion. Dinemasone C, epi-dinemasone C, anhydrodinemasone BC, and nor-dinemasone B are active against bacteria, including Legionella pneumophila Corby, algae, and fungi.

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