Modified Ozonolytic Synthesis of 4Z-Nonen-1-ol, an Intermediate for the Synthesis of Sex Pheromones of Cotton Bollworm and Cabbage Moth, from the Cyclic Butadiene-Isoprene Codimer
- Авторлар: Ishmuratov G.Y.1, Myasoedova Y.V.1, Garifullina L.R.1, Nurieva E.R.1, Ishmuratova N.M.1
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Мекемелер:
- Ufa Institute of Chemistry, Ufa Federal Research Center
- Шығарылым: Том 92, № 2 (2019)
- Беттер: 244-247
- Бөлім: Organic Synthesis and Industrial Organic Chemistry
- URL: https://journals.rcsi.science/1070-4272/article/view/216339
- DOI: https://doi.org/10.1134/S1070427219020113
- ID: 216339
Дәйексөз келтіру
Аннотация
An improved procedure for preparing 4Z-nonen-1-ol, a key intermediate in the synthesis of sex pheromones of cabbage moth and cotton bollworm, from the cyclic butadiene-isoprene dimer (1-methyl-1Z,5Z-cyclooctadiene) was developed. In this procedure, the peroxide product of regioselective partial ozonolysis (0.9 equiv of O3) of the codimer across the trisubstituted double bond is converted in one step to 9-hydroxy-5Z-nonen-2-one with NaBH(OAc)3, the reagent that does not affect the keto groups present in the structure or formed in the process.
Авторлар туралы
G. Ishmuratov
Ufa Institute of Chemistry, Ufa Federal Research Center
Хат алмасуға жауапты Автор.
Email: insect@anrb.ru
Ресей, Ufa, Bashkortostan, 450054
Yu. Myasoedova
Ufa Institute of Chemistry, Ufa Federal Research Center
Email: insect@anrb.ru
Ресей, Ufa, Bashkortostan, 450054
L. Garifullina
Ufa Institute of Chemistry, Ufa Federal Research Center
Email: insect@anrb.ru
Ресей, Ufa, Bashkortostan, 450054
E. Nurieva
Ufa Institute of Chemistry, Ufa Federal Research Center
Email: insect@anrb.ru
Ресей, Ufa, Bashkortostan, 450054
N. Ishmuratova
Ufa Institute of Chemistry, Ufa Federal Research Center
Email: insect@anrb.ru
Ресей, Ufa, Bashkortostan, 450054
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