R. Clark, Jahangir
1991
Citations
0
Influential Citations
6
Citations
Journal
Heterocycles
Abstract
Dilithiation of N-(tert-butoxycarbonyl)-2-methylbenzylamine (1a) followed by treatment with N,N-dimethylformamide affords 2-(tert-butoxycarbonyl)-3-hydroxy-ltetrahydroisoquinoline (3a). Dehydration and reduction of 3a afford BOC-tetrahydro-isoquinoline (5a). The methodology is also applicable to synthesis of chloro and fluoro substituted tetrahydroisoquinolines (5b,c), 3 and 4 substituted derivatives (8, 10), and the hexahydro-2H-benzoquinolizine ring system (13)