An efficient approach to dispacamide A and its derivatives

S Guihéneuf, L Paquin, F Carreaux, E Durieu…

Index: Guiheneuf, Solene; Paquin, Ludovic; Carreaux, Francois; Durieu, Emilie; Meijer, Laurent; Bazureau, Jean Pierre Organic and Biomolecular Chemistry, 2012 , vol. 10, # 5 p. 978 - 987

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Citation Number: 14

Abstract

Dispacamide A and new analogs of this marine alkaloid were prepared in seven steps with an overall yield ranging from 12 to 33%. The key step of the strategy was a stereocontrolled Knoevenagel condensation under microwave dielectric heating in the last step. In this condensation, the 2-aminoimidazolin-4-one hydrochloride partners 10a–c were synthesized in three steps with good overall yields (33–79%) via the ring closure of N-guanidino acetic ...