An efficient synthesis of semiplenamide C

I R Davies, M Cheeseman, D G Niyadurupola, S D Bull

Research output: Contribution to journalArticle

26 Citations (Scopus)

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)-alpha, beta-unsaturated amide functionality of this class of natural product, and employed for the efficient synthesis of semi-plenamide C. (c) 2005 Elsevier Ltd. All rights reserved.
Original languageEnglish
Pages (from-to)5547-5549
Number of pages3
JournalTetrahedron Letters
Volume46
Issue number33
DOIs
Publication statusPublished - 2005

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Amides
Cyanobacteria
Metabolites
Bioactivity
Biological Products
Dehydration
Fatty Acids
3-hydroxybutanal
anandamide

Cite this

An efficient synthesis of semiplenamide C. / Davies, I R; Cheeseman, M; Niyadurupola, D G; Bull, S D.

In: Tetrahedron Letters, Vol. 46, No. 33, 2005, p. 5547-5549.

Research output: Contribution to journalArticle

Davies, I R ; Cheeseman, M ; Niyadurupola, D G ; Bull, S D. / An efficient synthesis of semiplenamide C. In: Tetrahedron Letters. 2005 ; Vol. 46, No. 33. pp. 5547-5549.
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