Enantioselective synthesis of (R)-tolterodine via CuH-catalyzed asymmetric conjugate reduction.
An efficient and highly enantioselective method for the preparation of (R)-tolterodine is described. The synthesis was performed by CuH-catalyzed asymmetric conjugate reduction of a beta,beta-diaryl-substituted unsaturated nitrile as a key step, which is prepared by a stereoselective hydroarylation of alkynenitrile with aryl boronic acid. The synthesis was accomplished without employing the protection-deprotection sequence.
Yoo
Kihyun
K
Department of Chemistry and Institute of Basic Science, Sungkyunkwan University, Suwon 440-746, Korea.
Kim
Hyohyun
H
Yun
Jaesook
J
D001559:Benzhydryl Compounds / Q000138:chemical synthesis*; D001897:Boronic Acids / Q000737:chemistry; D002384:Catalysis; D003408:Cresols / Q000138:chemical synthesis*; D006865:Hydrogenation; D018727:Muscarinic Antagonists; D009570:Nitriles / Q000737:chemistry; D010665:Phenylpropanolamine / Q000138:chemical synthesis*; D013237:Stereoisomerism; D000068737:Tolterodine Tartrate
D001559:Benzhydryl Compounds; D001897:Boronic Acids; D003408:Cresols; D018727:Muscarinic Antagonists; D009570:Nitriles; D010665:Phenylpropanolamine; D000068737:Tolterodine Tartrate