Enantioselective total synthesis of (-)-(S)-stepholidine.
Enantioselective total synthesis of (-)-(S)-stepholidine, a drug candidate for the treatment of schizophrenia and/or drug abuse, is described. Asymmetric transfer hydrogenation of imines with use of Noyori's catalyst was used as the key step and (-)-(S)-stepholidine was synthesized in 6 steps, with 42% overall yield and >99% ee.
Cheng
Jian-Jun
JJ
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.
Yang
Yu-She
YS
D014150:Antipsychotic Agents; D001599:Berberine / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D006865:Hydrogenation; D007097:Imines; D013237:Stereoisomerism
D014150:Antipsychotic Agents; D007097:Imines; D001599:Berberine; C010513:stepholidine