Synthesis of All the Stereoisomers of 6-Methyl-2-octadecanone, 14-Methyl-2-octadecanone, and 6,14-Dimethyl-2-octadecanone, Sex Pheromone Components of the Lyclene dharma dharma Moth, from the Enantiomers of Citronellal

Yasumasa SHIKICHI; Kenji MORI

doi:10.1271/bbb.120436

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Synthesis of All the Stereoisomers of 6-Methyl-2-octadecanone, 14-Methyl-2-octadecanone, and 6,14-Dimethyl-2-octadecanone, Sex Pheromone Components of the Lyclene dharma dharma Moth, from the Enantiomers of Citronellal

Yasumasa SHIKICHI, Kenji MORI

著者情報

キーワード: citronellal, enantioselective synthesis, Lyclene dharma dharma, methyl-branched aliphatic ketone, pheromone

ジャーナルフリー早期公開

論文ID: 120436

DOI https://doi.org/10.1271/bbb.120436

この記事には本公開記事があります。

The final version of this article is now available: Vol. 76 (2012) , No. 10 p.1943

詳細

抄録

The enantiomers of citronellal were converted to all the stereoisomers of 6-methyl-2-octadecanone, 14-methyl-2-octadecanone, and 6,14-dimethyl-2-octadecanone, the female-produced sex pheromone components of the Lyclene dharma dharma moth. Three well-established procedures, the Wittig reaction, alkylation of alkynes, and acetoacetic ester synthesis, were employed for the carbon-carbon bond formation to connect the building blocks.

責任著者(Corresponding author)

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