Cytotoxic Alkaloids Motuporamines A−C: Synthesis and Structural Verification
- 28 September 1999
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 1 (9) , 1471-1473
- https://doi.org/10.1021/ol991029e
Abstract
[formula: see text] The unusual structure and biological properties of the marine alkaloids motuporamines A-C, as well as the uncertainty as to the position of the olefin within the ring of motuporamine C, led us to synthesize these compounds. The strategy utilized the ring-closing metathesis reaction to form the 14- and 15-membered rings and Michael addition and amidation chemistry to introduce the spermine-like unit. The syntheses, structure assignment verifications, and also the determination of the position of the olefin in motuporamine C are described.Keywords
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