Total Synthesis of the Beta-Adrenergic-Receptor Antagonist, the Tetrahydroisoquinoline My336-A and Its Epimer

KAUFMAN, TS

JOURNAL OF THE CHEMICAL SOCIETY. PERKIN TRANSACTIONS 1

RSC

Lugar: Londres; Año: 1996 vol. 20 p. 2497 - 2505

The first total synthesis of the novel Padrenergic receptor antagonist MY336-a 1 and its epimer 2 has been achieved from 2,3-dimethoxytoluene, by Jackson cyclisation of N-benzyl-N-tosylarnido acetals, Lewis acid-mediated addition of silicon-based nucleophiles to p-tosyliminium ions and base-catalysed epimerisation of 1-substituted hydroxytetrahydroisoquinolines, being key steps.