Total Synthesis of (+)-Madangamine D

Ballette, RobertoPérez Bosch, MariaProto, StefanoAmat Tusón, MercedesBosch Cartes, Joan2016-06-092016-06-092014-05-021433-7851https://hdl.handle.net/2445/99399Madangamines are a group of bioactive marine sponge alkaloids, embodying an unprecedented diazapentacyclic skeletal type. The enantioselective total synthesis of madangamine D has been accomplished, and represents the first total synthesis of an alkaloid of the madangamine group. It involves the stereoselective construction of the diazatricyclic ABC core using a phenylglycinol-derived lactam as the starting enantiomeric scaffold and the subsequent assembly of the peripheral macrocyclic rings. The synthesis provides, for the first time, a pure sample of madangamine D and confirms the absolute configuration of this alkaloid family.4 p.application/pdfeng(c) Wiley-VCH, 2014FarmacologiaEspongesAlcaloidesProductes naturals marinsPharmacologySpongesAlkaloidsMarine natural productsTotal Synthesis of (+)-Madangamine Dinfo:eu-repo/semantics/article6420202016-06-09info:eu-repo/semantics/openAccess24798407