立体変換反応による光学活性菊酸の合成

概要

論文の詳細を見る
In spite of recent development of pyrethroid insecticides, chrysanthemic acid still remain as an important intermediate for many synthetic pyrethroid insecticides. chilarity of chry-santhemic acid determines the insecticidal activity, (+)-acid forming active ingredients. Among possible production methods of (+)-acid, optical resolution is advantageous to obtain optically pure acid. Major breakthrough has been accomplished by epimerization and racemization techniques. Thus, synthetic racemic chrysanthemic acid is optically resolved with (S)-1-phenyl-2-(p-tolyl) ethylamine to give (+)-chrysanthemic acid, and the residue, (-)-acid, is racemized to provide racemate. Other stereochemical studies have been conducted systematically aimed at stereochemical interconversion reactions, namely C1 and C3 epimerizations as well as racemization. Selective ring-opening reactions and the application were also studied. Some chiral perfumes were synthesized from optically active chrysanthemic acid.
日本農薬学会の論文
1990-08-20