The absolute configuration at C-6 and C-7 of serricornin was established as (6S, 75) by synthesizing its (65, 7S)-erythro and (6R, 7R)threo isomers.
Synthesis and absolute stereochemistry of serricornin [(4S,6S,7S)-4,6-dimethyl-7-hydroxy-3-nonanone]: The sex pheromone of the cigarette beetle
β Scribed by Kenji Mori; Hiroko Nomi; Tatsuji Chuman; Masahiro Kohno; Kunio Kato; Masao Noguchi
- Publisher
- Elsevier Science
- Year
- 1982
- Tongue
- French
- Weight
- 751 KB
- Volume
- 38
- Category
- Article
- ISSN
- 0040-4020
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## Sumnary: The absolute stereochemistry of serricornin was determined to be (4S,6S,7S) by the synthesis of its (4S,6R,7R)-isomer using a carbohydrate synthon. ## Serricornin (la)[ 4,6-dimethyl-7-hydroxynonan-3-one ] is the sex pheromone of the female -
A structure of the sex pheromone produced by the female cigarette beetle (Lasioderma serricorne F.) is established as 4,6-dimethyl-7-hydroxy-nonan-3-one (Ia) by chemical and spectroscopic evidences.
A Convenient Synthesis of (2S,3R,KS,7Z)and (2R,3S,6S,7Z)-2,3-Epoxy-7,10-bisaboladiene, the Sex Pheromones of the Southern Green Stink Bug (Nezara viridula