Journal
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2005, Issue 7, Pages 1302-1310Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200400645
Keywords
alkaloids; biomimetic synthesis; multicomponent synthesis; knoevenagel reaction; pyrrolidines; sarain A
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Sarain A is a complex macrocyclic marine alkaloid extracted from sponges of the order Haplosclerida. It is likely that this alkaloid shares a common origin with manzamine alkaloids, also extracted from sponges of the same order. In this paper, new concepts concerning this origin are presented and con-stitute the basis for a synthetic strategy. A preliminary evaluation of this strategy is presented and leads, as a first result, to a five-step access to the bicyclic intermediate 43. (c) Wiley-VCH Verlag GmbH S Co. KGaA, 69451 Weinheim, Germany, 2005).
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