Abstract

Synthetic approaches to novel isomers and unprecedented structural relatives of the lamellarin alkaloids are reported. During our studies on methods to construct the lamellarin skeleton, we found the condensation of chroman-4-one derivatives with 1-benzyl-3,4-dihydroisoquinolines or the Pdcatalyzed cyclocarbonylation of o-halogenated precursors followed by Baeyer-Villiger oxidation to be unsuitable. Nevertheless, these routes produced interesting structural relatives of the natural alkaloids.

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