169698-50-4Relevant academic research and scientific papers
Catalytic Asymmetric γ-Lactam Synthesis from Enolisable Anhydrides and Imines
Collar, Aarón Gutiérrez,Trujillo, Cristina,Lockett-Walters, Bruce,Twamley, Brendan,Connon, Stephen J.
, p. 7275 - 7279 (2019/05/15)
An anion-binding approach to the problem of preparing enantioenriched γ-lactams from enolisable anhydrides and imines is reported. A simple bisurea catalyst promotes the cycloaddition between α-aryl succinic anhydrides and either PMP- or benzhydryl-protec
Palladium-catalyzed, one-pot, three-component synthesis of homoallylic amines from aldehydes, anisidine, and allyl trifluoroacetate
Grote, Robin E.,Jarvo, Elizabeth R.
supporting information; experimental part, p. 485 - 488 (2009/07/18)
(Chemical Equation Presented) An allylation reaction that generates homoallylic amines using allyl trifluoroacetate as a nucleophilic allylmetal precursor is reported. A palladium complex catalyzes two transformations in one pot: formation of allylsilane
An asymmetric nitro-Mannich reaction applicable to alkyl, aryl, and heterocyclic imines
Anderson, James C.,Howell, Gareth P.,Lawrence, Ron M.,Wilson, Claire S.
, p. 5665 - 5670 (2007/10/03)
A protocol for the enantioselective nitro-Mannich coupling between alkyl, aryl, and heterocyclic p-methoxybenzylimines and trimethylsilylnitropropanate catalyzed by a chiral tBu-BOX Cu(II) catalyst is described. It uses the lowest reported load
Oxidative carbon-carbon bond cleavage reaction of 1,2-diamines and 1,2-amino alcohols under an oxygen atmosphere
Shimizu, Makoto,Makino, Hiroaki
, p. 8865 - 8868 (2007/10/03)
Under an atmosphere of oxygen 1,2-diamines underwent clean oxidative cleavage in the presence of BF3·OEt2 to give imines in good to excellent yields. 1,2-Amino alcohols were also cleaved under the same conditions to give imines and a
Facile asymmetric synthesis of α-amino acids employing chiral ligand-mediated asymmetric addition reactions of phenyllithium with imines
Hasegawa, Masayoshi,Taniyama, Daisuke,Tomioka, Kiyoshi
, p. 10153 - 10158 (2007/10/03)
A three-step methodology involving an external chiral ligand-mediated asymmetric addition of phenyllithium to an anisidine imine, oxidative removal of N-PMP group, and finally oxidative conversion of the phenyl group to a carboxyl group provides a facile synthesis of optically pure α-amino acid derivatives beating a bulky α-substituent. (C) 2000 Elsevier Science Ltd.
Synthesis of a Triphenylphosphine Reagent on Non-cross-linked Polystyrene Support: Application to the Staudinger/Aza-Wittig Reaction
Charette, André B.,Boezio, Alessandro A.,Janes, Marc K.
, p. 3777 - 3779 (2007/10/03)
formula presented A new triphenylphosphine reagent linked to a linear polystyrene was synthesized. The reactivity of this phosphine-bound polymer is superior to that of the phosphine bound to cross-linked polystyrene. The polymer reacted very rapidly with azides to generate iminophosphoranes which could then react with aldehydes to generate imines in good yields and high purities.
Optically active aminoalcohol promoted addition of 2-pyridylthioester boron enolates to imines: Enantioselective one-pot synthesis of β-lactams
Annunziata, Rita,Benaglia, Maurizio,Cinquini, Mauro,Cozzi, Franco,Molteni, Valentina,Raimondi, Laura
, p. 8941 - 8952 (2007/10/02)
The enolates derived from 2-pyridylthioesters by treatment with BCl3·Me2S and enantiomerically pure aminoalcohols react with aromatic and heteroaromatic imines to afford β-lactams in a convenient one-pot procedure and in up to 78% e.
