Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5212095 | Tetrahedron | 2017 | 4 Pages |
Abstract
Four pyrazines were synthesized as sex specific volatiles of female Korean apricot wasp, Eurytoma maslovskii. They are 2,5-dimethyl-3-vinylpyrazine (1), 2,5-dimethyl-3-(2-methylpropyl)pyrazine (2), 2,5-dimethyl-3-(2-methylbutyl)pyrazine (3), and 2,5-dimethyl-3-(3-methylbutylpyrazine (4). They were synthesized in 74-85% yields by Pd- or Fe-catalyzed cross-coupling reactions between 3-chloro-2,5-dimethylpyrazine and CH2=CHBF3K or RMgBr. The present synthesis of 1 is the most reliable and scalable one to date.
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Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Kenji Mori, Chang Yeol Yang,