73481-00-2Relevant academic research and scientific papers
Acetogenin Isoquinoline Alkaloids, 8. - Biomimetic Syntheses of Both Molecular Moieties of Ancistrocladus and Triphyophyllum Alkaloids from Common Precursors
Bringmann, Gerhard
, p. 2126 - 2134 (2007/10/02)
By regiospecific aldol condensation of diketones 3 quantitatively the naturally occurring naphthalenes 5 can be gained, which likewise are the isocyclic molecular moieties of acetogenin isoquinoline alkaloids.From the same monocyclic precursor 3, optionally also the isoquinoline moiety 6 of the Triphyophyllum alkaloid 8 can be prepared by incorporation of ammonia.The same reaction leads to the heterocyclic moiety 4 of the Ancistrocladus alkaloid 7 when starting from the higher oxygenated diketone 2.These efficient isoquinoline and naphthalene syntheses from identical precursors simultaneously are model reactions for an extraordinary alkaloid biosynthesis.
A SHORT BIOMIMETIC SYNTHESIS OF THE ISOQUINOLINE AND THE NAPHTHALENE MOIETIES OF ANCISTROCLADUS ALKALOIDS FROM COMMON β-POLYCARBONYL PRECURSORS
Bringmann, Gerhard
, p. 2009 - 2012 (2007/10/02)
The diketones (8) and (11), key intermediates for an biogenetically modelled synthesis of the ancistrocladus alkaloids, were each prepared in one step only, and transformed into the isoquinoline and naphthalene moieties of (1) and (2).
