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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 68, Number 3
JKCSEZ 68(3)
June 20, 2024 

 
Title
Formal Synthesis of Sex Pheromone of Gypsy Moth (+)-Disparlure from L-(+)-Tartaric Acid
Author
Gi Baek Gwon, Hang Soo Kim, Jae Won Park, Jong Soo Choi, Kyung Oh Doh, Kyung Jin Kim, Young Bae Seu
Keywords
Gypsy moth, Pheromones, (+)-Disparlure, L-Tartaric acid, Mono-esterification
Abstract
A simple strategy for the formal synthesis of the sex pheromone of gypsy moth (+)-disparlure from L-(+)-tartaric acid is described herein. The key steps include the mono-esterification and regioselective ring-opening of an epoxide using a Grignard reagent. The strategy of conferring asymmetry using 2-butanone enables mono-esterification in high yield and reduces the number of steps. Subsequently, (+)-disparlure is synthesized via the regioselective ring opening of the epoxide.
Page
131 - 134
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