Piccichè, MiriamPinto, AlexandreGriera Farres, RosaBosch Cartes, JoanAmat Tusón, Mercedes2019-01-252019-01-252017-12-151523-7060https://hdl.handle.net/2445/127597A synthesis of (+)-gephyrotoxin 287C using, (S)-phenylglycinol-derived tricyclic lactam 7 as the starting enantiomeric scaffold is reported. From the stereochemical standpoint, the key steps are the generation of the DHQ C-5 stereocenter by hydrogenation of the C-C double bond, removal of the chiral inductor to give a cis-DHQ introduction of the DHQ C-2 substituent, completion of the (Z)-enyne moiety, and generation of the C-1 stereocenter during closure of the pyrrolidine ring.4 p.application/pdfeng(c) American Chemical Society , 2017Síntesi asimètricaLactamesCatàlisi asimètricaAsymmetric synthesisLactamsEnantioselective catalysisEnantioselective Total Synthesis of (+)-Gephyrotoxin 287Cinfo:eu-repo/semantics/article6776962019-01-25info:eu-repo/semantics/openAccess29182285