1242161-89-2Relevant academic research and scientific papers
A general methodology for the enantioselective synthesis of 1-substituted tetrahydroisoquinoline alkaloids
Amat, Mercedes,Elias, Viviane,Llor, Nuria,Subrizi, Fabiana,Molins, Elies,Bosch, Joan
experimental part, p. 4017 - 4026 (2010/10/02)
Starting 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.
