Tetrahedron

Pheromone synthesis. Part 243: Synthesis and biological evaluation of (3R, 13R, 1′ S)-1′-ethyl-2′-methylpropyl 3, 13-dimethylpentadecanoate, the major …

K Mori, T Tashiro, B Zhao, DM Suckling, AM El-Sayed

Index: Mori, Kenji; Tashiro, Takuya; Zhao, Boguang; Suckling, David M.; El-Sayed, Ashraf M. Tetrahedron, 2010 , vol. 66, # 14 p. 2642 - 2653

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Citation Number: 2

Abstract

All of the four stereoisomers of (1′ S)-1′-ethyl-2′-methylpropyl 3, 13- dimethylpentadecanoate, the major component of the female sex pheromone of Clania variegata, were synthesized by employing olefin cross metathesis as the key reaction and starting from (R)-or (S)-2-methyl-1-butanol,(R)-or (S)-citronellal, and (S)-2-methyl-3- pentanol. Their bioassay revealed the (3R, 13R, 1′ S)-isomer as the bioactive one, ...