Organic letters

A new glycociamidine ring precursor: syntheses of (Z)-hymenialdisine,(Z)-2-debromohymenialdisine, and (±)-endo-2-debromohymenialdisine

G Papeo, H Posteri, D Borghi, M Varasi

Index: Papeo, Gianluca; Posteri, Helena; Borghi, Daniela; Varasi, Mario Organic Letters, 2005 , vol. 7, # 25 p. 5641 - 5644

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Citation Number: 41

Abstract

The synthesis of the C11H5 marine sponge alkaloids,(Z)-hymenialdisine and (Z)-2- debromohymenialdisine, is described. A key step was the condensation between aldisine or its monobromo derivative and a new, efficient imidazolinone-based glycociamidine precursor. In the first case, the main product turned out to be the unprecedented (±)-endo-2- debromohymenialdisine.