Samir A. P. Quintiliano, L. Silva
Jul 18, 2012
Citations
0
Influential Citations
6
Citations
Journal
Tetrahedron Letters
Abstract
Abstract The synthesis of a functionalized 1-oxo-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid has been performed in 10 steps from the readily available dimedone. Only three purifications by flash chromatography are required through the whole sequence. The key step is the reaction between a dimedone derivative and a chlorotetrolic ester, that gives a tetrasubstituted benzene ring (through a Diels–Alder/retro- Diels–Alder process) bearing the substituents in the suitable positions for further functionalization.