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Synthesis and Biological Evaluation of (±)-Dinemasone C and Analogues
Journal article   Open access   Peer reviewed

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

Amie M STEWART, Kathrin MEIER, Barbara SCHULZ, Michael STEINERT and Barry B SNIDER
Journal of organic chemistry, Vol.75(17), pp.6057-6060
09/03/2010
DOI: https://doi.org/10.1021/jo101408s
PMCID: PMC2975019
PMID: 20684519

Abstract

Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives Chemistry Heterocyclic compounds Preparations and properties Exact sciences and technology Alcohols Adducts Organic reactions Mixtures Organic Chemistry Bacteria
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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https://doi.org/10.1021/jo101408sView
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