Synlett

Synthetic studies towards the marine natural product palmerolide A: synthesis of the C3-C15 and C16-C23 fragments

G Cantagrel, C Meyer, J Cossy

Index: Cantagrel, Guillaume; Meyer, Christophe; Cossy, Janine Synlett, 2007 ,  # 19  p. 2983 - 2986

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Citation Number: 8

Abstract

In our retrosynthetic analysis of palmerolide A, the installation of the dienamide functionality was planned at a late stage in the synthesis by a copper-catalyzed cross-coupling [5] between 3,3-dimethylacrylamide and an (E)-alkenyl iodide generated by Takai olefination of an aldehyde at C23. The formation of the 20-membered macrocyclic lactone was envisaged by ring-closing metathesis (RCM) involving an acrylate at C19 and a terminal alkene at C3. [6] We ...