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Revista de la Sociedad Química de México
Print version ISSN 0583-7693
Abstract
OSORNIO, Yazmín M. and MIRANDA, Luis D.. Formal Synthesis of (±)-γ-Lycorane. Rev. Soc. Quím. Méx [online]. 2004, vol.48, n.4, pp.288-292. ISSN 0583-7693.
A formal synthesis of (±)-γ-lycorane 4 based on the generation of the tetracyclic ketone 5 is disclosed. The general strategy of the synthesis of 5 rests on the rapid construction of the highly functionalized intermediates 6 or 20 by a xanthate-based radical addition-cyclization-oxidation cascade process, followed by either, a Friedel-Crafts type cyclization of 17 or a Dieckmann cyclization-decarboalkoxylation sequence on 21.
Keywords : γ-lycorane; radical cyclization; alkaloids; xanthates.