Synthesis and insecticidal activity of 5-acyloxyimino-5-deoxyavermectin B1 derivatives

Four novel 5-acyloxyimino-5-deoxyavermectin B1 compounds have been synthesized from avermectin B1 by selective oxidization of the hydroxy group at C-5, followed by oximation and convenient esterification. Their structures were confirmed by IR, 1H NMR, 13C NMR and MS. Insecticidal activities of the intermediate oxime and the four new acyl derivatives were evaluated against Helicoverpa armigera, Spodoptera exigua and Musca domestica.