Synthesis and reactivity of 4″-phenylsulfinimine-avermectin B1 and 4′-phenylsulfinimine-avermectin B1 monosaccharide derivative

Abstract A short, efficient synthesis of 4″-( R or S )-4″-deoxy-4″-amino-4″-C substituted avermectin B 1 and 4′-( R or S )-4′-deoxy-4′-amino-4′-C substituted avermectin B 1 monosaccharide 3 and 4 has been developed through the nucleophilic addition of an organometallic reagent to an intermediate phenylsulfinimide 7 . These new derivatives of avermectin B 1 exhibited potent, broad spectrum insecticidal activity.