Aiguabella Font, NúriaPesquer, AlbertVerdaguer i Espaulella, XavierRiera i Escalé, Antoni2014-02-202014-05-282013-05-281523-7060https://hdl.handle.net/2445/50467A new approach to the synthesis of 4,5-disubstituted cyclopentenones is described. The strategy is based on the Pauson-Khand (PK) reaction of norbornadiene and N-Boc-propargylamine as alkyne with a masked leaving group, which can be eliminated at will. This approach to the synthesis of 4,5-disubstituted cyclopentenones overcomes the problem of using the alkylation to introduce the alpha-side-chain. As an example, prostane 13-epi-12-oxo-phytodienoic acid (13-epi-12-oxo-PDA) methyl ester was synthesized.4 p.application/pdfeng(c) American Chemical Society , 2013Ciclització (Química)Química biorgànicaCompostos orgànicsSíntesi orgànicaHormonesEfecte de l'estrès sobre les plantesEstrès (Psicologia)ProstaglandinesBiomolèculesRing formation (Chemistry)Bioorganic chemistryOrganic compoundsOrganic synthesisHormonesEffect of stress on plantsStress (Psychology)ProstaglandinsBiomoleculesinfo:eu-repo/semantics/article6324852014-02-20info:eu-repo/semantics/openAccess