Nobushige Itaya

Stereoselective synthesis of anti-PAF active thiazolidin-4-ones via cyclo-condensation of alkyl α-mercaptocarboxylates with arylimines

Abstract Two distinctive methods for the synthesis of cis - and trans -2, 5-disubstituted-thiazolidin-4-ones via stereoselective cyclo-condensation between α-mercaptocarboxylic esters and arylimines have been developed. With the new reaction used as the key step, two sets of optically active anti-PAF active thiazolidin-4-ones were synthesized.

CYCLOPROPANEGARBOXYLATE WITH FOUR SUBSTITUENTS ON THE CYCLOPROPANE RING, A POTENT PYRETHROID

Novel spiro-fused cyclopropanecarboxylic acids have been prepared. One of esters derived from these acids and α-cyano-3-phenoxybenzyl alcohol was more active to housefly than fenpropathrin and cypermethrin. Synthesis of these acids and activities of the esters derived from the acids against various insects are presented.

Insecticidal Activity of Pyrethroids Containing a Heterocycle against Musca domestica and Their Structure-Activity Relationship

種々のヘテロ環をアルコール成分に有するピレスロイドを合成し, イエバエに対する殺虫活性を測定した. その結果, 活性は, 導入されるヘテロ環の種類に著しく影響を受けることが明らかとなった. これらピレスロイドの安定コンフォメーションをMNDO法を用いて計算し, 2-ベンジル-4-フリルメチル2,2-ジメチル-3-(2,2-ジクロロビニル) シクロプロパンカルボキシレートを対照分子として立体類似性 (RMS値) を算出した. RMS値および逆相液体クロマトグラフィーを用いて測定したlogk′値は殺虫活性と相関性を示し, ピレスロイドの殺虫活性における立体形状と疎水性の重要性が示唆された.