title: Phase-transfer-catalyzed asymmetric conjugate cyanation of alkylidenemalonates with KCN in the presence of a Brønsted acid additive.
abstract: Highly enantioselective conjugate cyanation of alkylidenemalonates with KCN was achieved under mild phase-transfer conditions with a bifunctional phase-transfer catalyst. The effect of Brønsted acid additives was examined based on the hypothetical catalytic cycle, and the Brønsted acid additive was found to be essential to promote the conjugate cyanation efficiently.
authors: Laboratory of Synthetic Organic Chemistry, Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo, Kyoto 606-8502, Japan.
authors: Yan
authors: Y
authors: Liu
authors: Seiji
authors: S
authors: Shirakawa
authors: Keiji
authors: K
authors: Maruoka
mesh_terms: D001965:Bromides / Q000737:chemistry; D002384:Catalysis; D008314:Malonates / Q000737:chemistry*; D015394:Molecular Structure; D009570:Nitriles / Q000138:chemical synthesis* / Q000737:chemistry; D011190:Potassium Cyanide / Q000737:chemistry*; D000644:Quaternary Ammonium Compounds / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D001965:Bromides; D008314:Malonates; D009570:Nitriles; D000644:Quaternary Ammonium Compounds; D011190:Potassium Cyanide; C051470:ammonium bromide