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Stereoselective synthesis and fungicidal activities of (E)-α-(methoxyimino)-benzeneacetate derivatives containing 1,3,4-oxadiazole ring
- Source :
-
Bioorganic & Medicinal Chemistry Letters . Apr2006, Vol. 16 Issue 8, p2278-2282. 5p. - Publication Year :
- 2006
-
Abstract
- Abstract: Fifteen novel (E)-α-(methoxyimino)-benzeneacetate derivatives, the analogues of strobilurins, which contain two pharmacophoric substructures of (E)-methyl methoxyiminoacetate moiety and 1,3,4-oxadiazole ring were stereoselectively synthesized. It was first found that the coupling reaction could give stereoselectively the key intermediate (E) and (Z)-methyl 2-(hydroxyimino)-2-o-tolylacetate 2 with a ratio of 14:1. The preliminary bioassays indicated that all the compounds 1 showed potent fungicidal activity against Rhizoctonia solani, Botrytis cinereapers, Gibberella zeae, Physalospora piricola and Bipolaris mayclis, and all of the tested compounds 1a–1o had more potent fungicidal activities against R. solani than Kresoxim-methyl. [Copyright &y& Elsevier]
- Subjects :
- *FUNGICIDES
*CHEMICAL reactions
*BIOLOGICAL assay
*DRUG standards
Subjects
Details
- Language :
- English
- ISSN :
- 0960894X
- Volume :
- 16
- Issue :
- 8
- Database :
- Academic Search Index
- Journal :
- Bioorganic & Medicinal Chemistry Letters
- Publication Type :
- Academic Journal
- Accession number :
- 20011085
- Full Text :
- https://doi.org/10.1016/j.bmcl.2006.01.026