2-Cyclopropyliden-1, 3-cycloalkandione als Zwischenstufen einer nukleophilen Substitution am Dreiring

J Weidner, E Vilsmaier, R Fries

Index: Weidner, Juergen; Vilsmaier, Elmar; Fries, Ralf Monatshefte fuer Chemie, 1987 , vol. 118, p. 1039 - 1056

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Citation Number: 8

Abstract

Abstract Reaction of morpholinobicycloalkyl-dimedone 4 C with various CH-acids 3 leads to a substitution of the exo-dimedone unit as a consequence of a strong preference of the exo- leaving group in a bicyclic compound of type 4 and 5, respectively. Dimedone (3 C) as a nucleophile, however, makes the exo substitution unproductive in 4 C and allows the displacement of the morpholino moiety leading to 12 C. Thus compounds 12 C–12 F ...