Asymmetric synthesis towards (3 Z, 6 R)-3-methyl-6-isopropenyl-3, 9-decadien-1-yl acetate, a component of the California red scale pheromone

M Whittaker, CR McArthur…

文献索引：Whittaker, Mark; McArthur, Colin R.; Leznoff, Clifford C. Canadian Journal of Chemistry, 1985 , vol. 63, p. 2844 - 2852

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被引用次数: 27

摘要

The key chiral synthons,(R)-3-isopropenyl-6-heptenoic acid and (R)-3-isopropenyl-6- heptenal, needed for the synthesis of (3Z, 6 R)-3-methyl-6-isopropenyl-3, 9-decadien-1-yl acetate, a component of the sex pheromone of the California red scale, Aonidiella aurantii, have been prepared by asymmetric synthesis. The chiral acid was synthesized in 86% ee by an asymmetric 1, 4-addition of isopropenylmagnesium bromide to the l-ephedrine amide ...