Article ID Journal Published Year Pages File Type
5212095 Tetrahedron 2017 4 Pages PDF
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.

Graphical abstractDownload high-res image (55KB)Download full-size image

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
Authors
, ,