A general methodology for the enantioselective synthesis of 1-substituted tetrahydroisoquinoline alkaloids

Amat Tusón, MercedesElias, VivianeLlor Brunés, NúriaSubrizi, FabianaMolins i Grau, EliesBosch Cartes, Joan2020-06-042020-06-042010-07-121434-193Xhttps://hdl.handle.net/2445/164357Starting from tricyclic lactam 2 , which is easily accessible by cyclocondensation of δ‐oxoester 1 with (R )‐phenylglycinol, a three‐step synthetic route to enantiopure 1‐substituted tetrahydroisoquinolines, including 1‐alkyl‐, 1‐aryl‐, and 1‐benzyltetrahydroisoquinoline alkaloids, as well as the tricyclic alkaloid (-)‐crispine A, has been developed. The key step is a stereoselective α‐amidoalkylation reaction using the appropriate Grignard reagent.10 p.application/pdfeng(c) Wiley-VCH, 2010AlcaloidesLactamesSíntesi asimètricaAlkaloidsLactamsAsymmetric synthesisA general methodology for the enantioselective synthesis of 1-substituted tetrahydroisoquinoline alkaloidsinfo:eu-repo/semantics/article5791662020-06-04info:eu-repo/semantics/openAccess