Unified Approach to Isoindolinones and THIQs via Lewis Acid Catalyzed Domino Mukaiyama–Mannich Lactamization/Alkylations: Application in the Synthesis of (±)-Homolaudanosine

A novel and efficient synthesis of
a variety of isoindolinones
and tetrahydroisoquinolines via a Lewis acid catalyzed domino Mukaiyama–Mannich
lactamization/alkylation is achieved. This transformation comprises
a sequential formation of three new bonds through a one-pot, three-component
procedure to afford product in moderate to high yields. A concise
synthesis of (±)-homolaudanosine (2b) has been achieved
using this method.