旋光性辛甲基林及其对映体和c3取代辛甲基林类似物的合成及其除草活性。

IF 1.5 4区农林科学 Q2 ENTOMOLOGY

Journal of Pesticide Science Pub Date : 2023-02-20 DOI:10.1584/jpestics.D22-051

Narihito Ogawa, Shoya Toyoshima, Shinya Sekikawa, Masahiro Ishijima, Kyosuke Katagiri, Chihiro Uematsu, Tatsuya Hirano, Akihito Ootaka, Jun Suzuki

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引用次数: 0

摘要

研究了旋光性辛甲基林及其对映体和c3取代辛甲基林类似物的合成及其除草活性。α-萜烯经Sharpless不对称二羟基化反应，经7步反应制得光学活性的五甲基林。合成的五甲基林及其对映体具有相似的除草活性，且与立体化学无关。接下来，我们合成了具有不同C3取代基的辛甲基林类似物。我们发现在C3位置上含有亚甲基、肟、酮或甲基的类似物具有良好的除草活性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

Synthesis and herbicidal activity of optically active cinmethylin, its enantiomer, and C3-substituted cinmethylin analogs.

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Synthesis and herbicidal activity of optically active cinmethylin, its enantiomer, and C3-substituted cinmethylin analogs.

We investigated the synthesis and herbicidal activity of optically active cinmethylin, its enantiomer, and C3-substituted cinmethylin analogs. Optically active cinmethylin could be obtained in seven steps with the Sharpless asymmetric dihydroxylation of α-terpinene. The synthesized cinmethylin and its enantiomer showed similar herbicidal activity, which was independent of the stereochemistry. Next, we synthesized cinmethylin analogs with various substituents at the C3 position. We found that analogs with methylene, oxime, ketone, or methyl groups at the C3 position show excellent herbicidal activity.

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来源期刊

Journal of Pesticide Science 农林科学-昆虫学

CiteScore

4.30

自引率

4.20%

发文量

审稿时长

18-36 weeks

期刊介绍： The Journal of Pesticide Science publishes the results of original research regarding the chemistry and biochemistry of pesticides including bio-based materials. It also covers their metabolism, toxicology, environmental fate and formulation.