Tetrahedron letters

An efficient synthesis of semiplenamide C

IR Davies, M Cheeseman, DG Niyadurupola, SD Bull

Index: Davies, Iwan R.; Cheeseman, Matt; Niyadurupola, D. Gangani; Bull, Steven D. Tetrahedron Letters, 2005 , vol. 46, # 33 p. 5547 - 5549

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Citation Number: 23

Abstract

Semiplenamides are anandamide-like fatty acid amide metabolites previously isolated from a marine cyanobacterium that display a range of biological activity. Novel syn- aldol/dehydration methodology has been developed for the stereoselective synthesis of the core (E)-α, β-unsaturated amide functionality of this class of natural product, and employed for the efficient synthesis of semiplenamide C.

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