Access to enantiopure 4-substituted 1,5-aminoalcohols from phenylglycinol-derived δ-lactams: synthesis of Haliclona alkaloiods

Amat Tusón, MercedesGuignard, Guillaume Michel PabloLlor Brunés, NúriaBosch Cartes, Joan2016-05-302016-05-302014-03-210022-3263https://hdl.handle.net/2445/99053LiNH2BH3-promoted reductive opening of 8-substituted phenylglycinol-derived oxazolopiperidone lactams leads to enantiopure 4-substituted-5-aminopentanols, which are used as starting building blocks in the synthesis of the Haliclona alkaloids haliclorensin C, haliclorensin, and halitulin (formal). The starting lactams are easily accessible by a cyclocondensation reaction of (R)-phenylglycinol with racemic γ-subtituted δ-oxoesters, in a process that involves a dynamic kinetic resolution.11 p.application/pdfeng(c) American Chemical Society , 2014Síntesi orgànicaAlcaloidesLactamesCompostos heterocíclicsOrganic synthesisAlkaloidsLactamsHeterocyclic compoundsAccess to enantiopure 4-substituted 1,5-aminoalcohols from phenylglycinol-derived δ-lactams: synthesis of Haliclona alkaloiodsinfo:eu-repo/semantics/article6432212016-05-30info:eu-repo/semantics/openAccess24555853