title: Atropoisomeric quinolinium salt promoting the access to both enantiomeric forms of methyl mandelate: a versatile NADH mimic.
abstract: Asymmetric reduction of methyl benzoylformate by a new NADH mimic is reported; depending on the hydride source used to reduce the NAD+ precursor, NADH mimics so obtained lead to an inversion of enantioselectivity, affording either (R)-methyl mandelate in 88% ee or (S)-methyl mandelate in 78% ee.
authors.affiliation: Laboratoire de Chimie Organique Fine et Hétérocyclique, I.R.C.O.F, 1, rue Tesnieres, Mont-Saint-Aignan, France 76131.
authors.forename: Jean-Luc
authors.initials: JL
authors.lastname: Vasse
authors.forename: Vincent
authors.initials: V
authors.lastname: Levacher
authors.forename: Jean
authors.initials: J
authors.lastname: Bourguignon
authors.forename: Georges
authors.initials: G
authors.lastname: Dupas
mesh_terms: D018716:Molecular Mimicry; D009243:NAD / Q000737:chemistry*; D011804:Quinolines / Q000737:chemistry*; D012492:Salts; D013237:Stereoisomerism
chemical_list: D011804:Quinolines; D012492:Salts; D009243:NAD