Synthesis of Pteroenone and Its Stereoisomers, a Defensive Metabolite of the Abducted Antarctic Pteropod Clione antarctica

Four stereoisomers of (+)‐pteroenone, a defensive metabolite of the abducted Antarctic pteropod Clione antarctica, were synthesized by employing anti‐/syn‐selective aldol reactions as the key step. These compounds displayed no antifeedant activity against a generally benthic Antarctic fish that does...

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Veröffentlicht in:Helvetica chimica acta 2010-10, Vol.93 (10), p.1933-1944
Hauptverfasser: Asao, Hiroki, Nakamura, Yoko, Furuya, Yukito, Kuwahara, Shigefumi, Baker, Bill J., Kiyota, Hiromasa
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Sprache:eng
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Zusammenfassung:Four stereoisomers of (+)‐pteroenone, a defensive metabolite of the abducted Antarctic pteropod Clione antarctica, were synthesized by employing anti‐/syn‐selective aldol reactions as the key step. These compounds displayed no antifeedant activity against a generally benthic Antarctic fish that does not co‐occur with this pteropod.
ISSN:0018-019X
1522-2675
DOI:10.1002/hlca.201000258