Synthesis and herbicidal activities of the O-syn and O-anti benzyl epoxycyclopentyl ethers

• Published in: Journal of Pesticide Science Vol. 29; no. 3; pp. 200 - 204
• Main Authors: Tamogami, S.(Akita Prefectural Univ. (Japan)), Nakayama, K, Noma, M
• Format: Journal Article
• Language: English
• Published: Tokyo Pesticide Science Society of Japan 01.01.2004; Japan Science and Technology Agency
• Subjects: benzyl ether; Biological and medical sciences; CHEMICAL SYNTHESIS; COMPOSE EPOXY; COMPUESTOS EPOXY; ECHINOCHLOA; EPOXY COMPOUNDS; Ethers; Fundamental and applied biological sciences. Psychology; HERBICIDAS; HERBICIDE; HERBICIDES; Parasitic plants. Weeds; PESTICIDAL PROPERTIES; Pesticides; Phytopathology. Animal pests. Plant and forest protection; PROPIEDADES PLAGUICIDAS; PROPRIETE DES PESTICIDES; RELACION ESTRUCTURA ACTIVIDAD; RELATION STRUCTURE ACTIVITE; SINTESIS QUIMICA; STRUCTURE ACTIVITY RELATIONSHIPS; SYNTHESE CHIMIQUE; Weeds; Ether; Herbicide; Pesticides; Organic compounds; benzyl ether; herbicides
• ISSN: 1348-589X; 0385-1559; 1349-0923
• DOI: 10.1584/jpestics.29.200

O-syn and O-anti benzyl epoxycyclopentyl ethers were synthesized and their herbicidal activity was investigated. The O-syn isomers were found to be active, and the O-anti isomer was inactive. Thus, benzyl epoxycycopentyl ethers require two oxygens with the syn stereochemistry for herbicidal activity. The O-syn configuration should be considered in addition to the geometrical l,4-relationship to optimize herbicidal activity.