1413475-96-3Relevant academic research and scientific papers
Stereoselective synthesis of cis-1,3-dimethyltetrahydroisoquinolines: Formal synthesis of naphthylisoquinoline alkaloids
Amat, Mercedes,Subrizi, Fabiana,Elias, Viviane,Llor, Nuria,Bosch, Joan,Molins, Elies
, p. 5491 - 5497,7 (2020/08/24)
A synthetic route to enantiopure cis-1,3-dimethyltetrahydroisoquinolines, synthetic precursors of naphthylisoquinoline alkaloids, has been developed. The synthesis relies on the use of a phenylglycinol-derived lactam as the starting enantiopure scaffold. After stereoselective opening of the oxazolidine ring, the C-3 methyl substituent was installed, taking advantage of the lactam carbonyl group by stereoselective hydrogenation of an α-methylenamide generated via a vinyl triflate.
