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Stereoselective Syntheses and Biological Properties of (E)-α-(Methoxyimino)-2-[1-(aryloxy)methyl]-benzeneacetates

Stereoselective Syntheses and Biological Properties of (E)-α-(Methoxyimino)-2-[1-(aryloxy)methyl]-benzeneacetates
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摘要 (E) -α- ( Methoxyimi no ) -2 - [ 1-(aryloxy) methyl ]-benzeneacetates, the analogues of Kresoxim-methyl, were ste- rcoselectively synthesized with the coupling reaction of 2-methylphenyldiazonium chloride and methyl 2-hydroxyiminoacetate in the presence of CuSO4/Na2SO3 as a key step, and it was first found that the coupling reaction could give the key intermediate material( E)- and(Z)-methyl 2-(hydroxyimino)-2-o-tolylacetate with a molar ratio of 14: 1. The (E)-configurations of all these compounds were assigned on the basis of their 2D-NOESY spectra of ^1H NMR. The preliminary bioassays indicate that most of the compounds show an activity against a wide variety of fungi. (E) -α- ( Methoxyimi no ) -2 - [ 1-(aryloxy) methyl ]-benzeneacetates, the analogues of Kresoxim-methyl, were ste- rcoselectively synthesized with the coupling reaction of 2-methylphenyldiazonium chloride and methyl 2-hydroxyiminoacetate in the presence of CuSO4/Na2SO3 as a key step, and it was first found that the coupling reaction could give the key intermediate material( E)- and(Z)-methyl 2-(hydroxyimino)-2-o-tolylacetate with a molar ratio of 14: 1. The (E)-configurations of all these compounds were assigned on the basis of their 2D-NOESY spectra of ^1H NMR. The preliminary bioassays indicate that most of the compounds show an activity against a wide variety of fungi.
出处 《Chemical Research in Chinese Universities》 SCIE CAS CSCD 2006年第1期45-50,共6页 高等学校化学研究(英文版)
基金 SupportedbytheNationalNaturalScienceFoundation(No.20101001)andtheNaturalScienceFoundationofHubeiProvince(No.2002AB091).
关键词 KRESOXIM-METHYL FUNGICIDE Stereoselective coupling reaction Strobilufin Kresoxim-methyl Fungicide Stereoselective coupling reaction Strobilufin
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