title: Catalytic asymmetric synthesis of 1,1-disubstituted tetrahydro-β-carbolines by phase-transfer catalyzed alkylations.
abstract: Efficient catalytic asymmetric synthesis of 1,1-disubstituted tetrahydro-β-carbolines has been achieved via asymmetric alkylation of 1-cyanotetrahydro-β-carbolines using a binaphthyl-modified N-spiro-type chiral phase-transfer catalyst. This is a valuable example of hitherto difficult highly enantioselective alkylations at α-carbon of the cyano group under phase-transfer conditions.
authors.affiliation: Laboratory of Synthetic Organic Chemistry, Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto, 606-8502, Japan.
authors.forename: Seiji
authors.initials: S
authors.lastname: Shirakawa
authors.forename: Kun
authors.initials: K
authors.lastname: Liu
authors.forename: Hironobu
authors.initials: H
authors.lastname: Ito
authors.forename: Keiji
authors.initials: K
authors.lastname: Maruoka
mesh_terms: D000478:Alkylation; D002243:Carbolines / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D002243:Carbolines