Diphenylsilane → Methyl (R)-2,3-dimethyl-1,2,3,4-tetrahydroisoquinoline-6-carboxylate

Participants

Reaction Steps

60 mg (257 μmol) methyl (R)-2,3-dimethyl-1-oxo-1,2,3,4-tetrahydroisoquinoline-6-carboxylate are dissolved in 2 ml THF under an argon atmosphere and at RT combined with 100 μl (542 μmol) diphenylsilane. Then 20 mg (21 μmol) carbonylhydridotris(triphenylphosphine)rhodium(I) are added and the mixture is stirred for two hours. A further 50 μl diphenylsilane and 10 mg carbonylhydridotris(triphenylphosphine)rhodium(I) are added and the mixture is stirred for a further 2.5 hours. Then the reaction mixture is evaporated down i. vac. and purified by flash chromatography on silica gel (eluant DCM/MeOH 95:5).

Provenance & Evidence