title: Promotion of a Ti-Mediated Mannich Reaction by a Proton Source.
abstract: Low temperature NMR studies revealed that a diastereoselective Mannich reaction between a phenyl oxazolidone-derived titanium enolate and an aromatic aldimine was found to occur only after introduction of a proton source. While various protic additives could be used to promote the transformation, the best results were obtained using AcOH to afford the corresponding Mannich products in high diastereoselectivities and yields.
authors.affiliation: Department of Process Chemistry, Merck Research Laboratories Merck & Company, Inc. , Rahway, New Jersey 07065, United States.
authors.forename: John
authors.initials: J
authors.lastname: Limanto
authors.affiliation: Department of Process Chemistry, Merck Research Laboratories Merck & Company, Inc. , Rahway, New Jersey 07065, United States.
authors.forename: Naoki
authors.initials: N
authors.lastname: Yoshikawa
authors.affiliation: Department of Process Chemistry, Merck Research Laboratories Merck & Company, Inc. , Rahway, New Jersey 07065, United States.
authors.forename: Robert A
authors.initials: RA
authors.lastname: Reamer
authors.affiliation: Department of Process Chemistry, Merck Research Laboratories Merck & Company, Inc. , Rahway, New Jersey 07065, United States.
authors.forename: Lushi
authors.initials: L
authors.lastname: Tan
authors.affiliation: Department of Process Chemistry, Merck Research Laboratories Merck & Company, Inc. , Rahway, New Jersey 07065, United States.
authors.forename: Andrew
authors.initials: A
authors.lastname: Brunskill
authors.affiliation: Department of Process Chemistry, Merck Research Laboratories Merck & Company, Inc. , Rahway, New Jersey 07065, United States.
authors.forename: Mikhail
authors.initials: M
authors.lastname: Reibarkh