2001organo-phosphorus compounds organo-phosphorus compounds S 0080 -171Unusually Large Reactivity Differences in the Transformation of Cyclopropane Lactones to 1-Aminocyclopropane-1-phosphonic Acids and Their Carboxylic Acid Analogues. -Starting from a cyclopropane lactone (I), the synthesis of aminocyclopropane-1-phosphonic acid derivatives (VIII)/(IX) is described. The considerable differences in the reactivity of the lactone ring opening in the case of a cyclopropane lactone substituted by a phosphonic acid ester (I) and their carboxylic acid ester analogue toward ammonia are compared and interpreted by using the map of electrostatic potentials. -(JASZAY, ZSUZSA M.; KESERU, GYOERGY M.; CLEMENTIS,

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A Versatile Building Block for the Synthesis of Substituted Cyclopropanephosphonic Acid Esters. -Phosphonoacetic acid allyl esters of type (III) and (VI) are converted to cyclopropanephosphonic acid derivatives anellated to a five-membered lactone ring such as (IV) and (VII)/(VIII). These compounds can be used for preparing biologically active products. The mechanism is discussed. -(TOEKE, L.; JASZAY, Z. M.; PETNEHAZY, I.; CLEMENTIS, G.; VERECZKEY, G. D.; KOEVESDI, I.; ROCKENBAUER, A.; KOVATS, K.; Tetrahedron 51 (1995) 33, 9167-9178; Dep. Org. Chem. Technol., Tech. Univ., H-1521 Budapest, Hung.; EN)