Selective Synthesis of Polyamine Derivatives: Efficient derivatization of the secondary amino group of N??monosubstituted 1, 3??diamines

C Jentgens, R Hofmann, A Guggisberg…

Index: Jentgens, Christian; Hofmann, Richard; Guggisberg, Armin; Bienz, Stefan; Hesse, Manfred Helvetica Chimica Acta, 1997 , vol. 80, # 3 p. 966 - 978

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Citation Number: 13

Abstract

Abstract N-Monosubstituted 1, 3-diamines were selectively functionalized at the secondary N-atom via 2-Ph-substituted hexahydropyrimidine intermediates. Reaction of the diamines with benzaldehyde, followed by treatment with an electrophile and hydrolysis, provided the desired products with excellent selectivity and in high yields. N 4, N 9-bis [3-phenylprop-2- enoyl] spermine (4a), which was further converted to N 1, N 1 2-bis [3-phenylprop-2-enoyl] ...