Carrillo Arregui, JokinGómez, ÁlexCosta i Arnau, Anna M.Fernández, PatriciaIsart Garriga, CarlesSidera Portela, MireiaVilarrasa i Llorens, Jaume2015-02-202015-02-202014-06-210040-4039https://hdl.handle.net/2445/63190The esterification of fragment C1-C8 (2) with fragment C16-C23 (3) to give iodo derivative 4, followed by a Pd-catalysed coupling with a C9-C15 fragment (7 or 8), may provide a common precursor of most palmerolides. Ligands and reaction conditions were exhaustively examined to perform the C15-C16 bond formation via Negishi reaction. With simple models, pre-activated Pd-Xantphos and Pd-DPEphos complexes were the most efficient catalysts at RT. Zincation of the C9-C15 fragment (8) and cross coupling with 4 required 3 equiv of t-BuLi, 10 mol % of Pd-Xantphos and 60 °C.5 p.application/pdfeng(c) Elsevier Ltd, 2014MelanomaAntibiòticsQuimioinformàticaQuímica organometàl·licaMelanomaAntibioticsCheminformaticsOrganometallic chemistryA synthetic approach to palmerolides via Negishi cross coupling. The challenge of the C15-C16 bond formationinfo:eu-repo/semantics/article6469252015-02-20info:eu-repo/semantics/openAccess