93405-92-6Relevant articles and documents
Tetrahydroisoquinolines. Part 2. Synthesis of 4-Substituted N-Methyl-1,2,3,4-tetrahydroisoquinolines via Regio- and Stereo-selective Elaboration of Tricarbonyl(N-methyl-1,2,3,4-tetrahydroisoquinoline)chromium
Blagg, Julian,Coote, Steven J.,Davies, Stephen G.,Mobbs, Bryan E.
, p. 2257 - 2262 (2007/10/02)
Thermolysis of hexacarbonylchromium with N-methyltetrahydroisoquinoline generates the tricarbonyl-(N-methyltetrahydroisoquinoline)chromium complex (4).The 4-exo proton of complex (4) can be regio- and stereo-selectively removed with butyl-lithium and replaced stereoselectivity with retention of configuration by a variety of electrophiles .Oxidative decomplexation generates quantitatively the corresponding 4-methyl, ethyl, benzyl, deuterio, phenyl, hydroxy, and (1-hydroxy-1-methylethyl)-N-methyltetrahydroisoquinolines.
4-Substituted N-Methyl-1,2,3,4-tetrahydroisoquinolines: Synthesis via Stereoselective Substitution of Tricarbonyl(N-methyl-1,2,3,4-tetrahydroisoquinoline)chromium
Blagg, Julian,Davies, Stephen G.,Mobbs, Bryan E.
, p. 619 - 620 (2007/10/02)
Tricarbonyl(N-methyl-1,2,3,4-tetrahydroisoquinoline)chromium undergoes stereoselective 4-exo-deprotonation and subsequent electrophilic additions to generate the corresponding 4-exo-derivatives which after decomplexation yield 4-alkyl-, 4-phenyl-, and 4-hydroxy-N-methyl-1,2,3,4-tetrahydroisoquinilines.
