A New General Method for the Synthesis of 4-Hydroxylated 3-Aryltetrahydroisoquinolines

Article abstract of DOI:10.1016/0040-4020(95)00197-G

3-Aryl-4-hydroxytetrahydroisoquinolines have been prepared from deoxybenzoins.The nitrosation of the latter derivatives has been improved and the catalytic reduction of the obtained oximinoketones has been carried out with the help of ultrasounds.Heterocyclization to the isoquinoline moiety occurred on the unprotected 1,2-aminoalcohol to give stereoselectively the corresponding hydroxylated heterocycle with good yield.