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A palladium-catalyzed synthetic approach to new Huperzine A analogues modified at the pyridone ring
Authors:Sandra GemmaStefania Butini  Caterina FattorussoIsabella Fiorini  Vito NacciKatherine Bellebaum  Down McKissicAshima Saxena  Giuseppe Campiani
Affiliation:a Dipartimento Farmaco Chimico Tecnologico, Universita' di Siena, via Aldo Moro, 53100 Siena, Italy
b Dipartimento di Chimica delle Sostanze Naturali, Università degli Studi di Napoli Federico II, via D. Montesano 49, 80131 Napoli, Italy
c Division of Biochemistry, Walter Reed Army Institute of Research, Silver Spring, MD 20910, USA
Abstract:The synthesis of two new Huperzine A analogues is reported. Both products present an amino substituted benzo-fused system in place of the pyridone ring of the natural alkaloid. The synthetic strategy to the two analogues is based on three different key palladium-catalyzed steps, namely a carbonylation reaction, an epoxide isomerization and a bicycloannulation reaction.
Keywords:palladium  carbonylation  epoxide isomerization  bicycloannulation reaction
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