Synthesis and Insecticidal Activity of Optically Active 2-Methoxy-5-phenyl-1, 3, 2-oxazaphospholidine 2-Sulfide

Abstract

Four optically active isomers (optical purity >94.6% d.e.) of 2-methoxy-5-phenyl-1, 3, 2-oxazaphospholidine 2-sulfide (5-PMOS) were synthesized by a two-step phosphorylating method, and their insecticidal activities were determined against susceptible (SRS) and resistant (3-Y_F) strains of house flies by topical application. The relationship between the configuration and insecticidal activity was similar in the susceptible and resistant strains of house flies. The (R)_C(R)_P-isomer showed the highest insecticidal activity, followed by (R)_C(S)_P>(S)_C(R)_P>(S)_C(S)_P.