Chemistry Letters

Very short and efficient syntheses of the spermine alkaloid kukoamine A and analogs using isolable succinimidyl cinnamates

T Garnelis, CM Athanassopoulos, D Papaioannou…

Index: Garnelis, Thomas; Athanassopoulos, Constantinos M.; Papaioannou, Dionissios; Eggleston, Ian M.; Fairlamb, Alan H. Chemistry Letters, 2005 , vol. 34, # 2 p. 264 - 265

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Citation Number: 12

Abstract

Direct selective acylation of the primary amino functions of spermine and spermidine with a variety of isolable succinimidyl cinnamates, followed by catalytic hydrogenation, gave high yields of the spermine alkaloid kukoamine A and analogs suitable for structure-activity relationship studies. Suitable succinimidyl cinnamates were readily obtained through Wittig reaction of aromatic aldehydes with the ylides Ph 3 P= CRCO 2 Me, followed by ...