212071-15-3Relevant academic research and scientific papers
Synthesis of β-fluoroamines by Lewis base catalyzed hydrofluorination of aziridines
Kalow, Julia A.,Schmitt, Dana E.,Doyle, Abigail G.
scheme or table, p. 4177 - 4183 (2012/06/18)
Lewis base catalysis promotes the in situ generation of amine-HF reagents from benzoyl fluoride and a non-nucleophilic alcohol. The hydrofluorination of aziridines to provide β-fluoroamines using this latent HF source is described. This protocol displays a broad scope with respect to aziridine substitution and N-protecting groups. Examples of regio- and diastereoselective ring opening to access medicinally relevant β-fluoroamine building blocks are presented.
Highly enantioselective organocatalytic syn- And anti-aldol reactions in aqueous medium
Raj, Monika,Parashari, Gopal S.,Singh, Vinod K.
supporting information; scheme or table, p. 1284 - 1288 (2009/12/25)
We have synthesized chiral diamines that efficiently catalyze the syn- and anti-aldol reactions in aqueous medium with high diastereo- and enantioselectivities. The product, thus obtained, was further reduced selectively to give syn-configured 1,2,3-triol
Use of diamines containing the α-phenylethyl group as chiral ligands in the asymmetric hydrosilylation of prochiral ketones
Mastranzo, Virginia M.,Quintero, Leticia,De Parrodi, Cecilia Anaya,Juaristi, Eusebio,Walsh, Patrick J.
, p. 1781 - 1789 (2007/10/03)
Chiral diamines 1-7 were used in the enantioselective hydrosilylation of prochiral aromatic and aliphatic ketones. Some of these ligands combine chiral backbones and chiral N,N′-α-phenylethyl substituents that give rise to synergistic effects between these two groups and lead to catalysts that exhibit high enantioselectivity.
Preparation of trans-1,2-diaminocyclohexane derivatives by lithium perchlorate catalyzed ring opening of aziridines
De Parrodi,Vazquez,Quintero,Juaristi
, p. 3295 - 3302 (2007/10/03)
N,N′-Dialkylated trans-1,2-diaminocyclohexane derivatives were synthesized with good overall yield via reaction of the corresponding N-alkylated cyclohexene aziridine with amines, in the presence of lithium perchlorate as catalyst.
O.N-Bis(diphenylphosphino) Derivatives of Chiral trans- and cis-2-Aminocyclohexanols: Synthesis and Enantioselective Behaviour as Ligands in Rh-based Homogeneous Hydrogenation Catalysts
Pracejus, H.,Pracejus, G.,Costisella, B.
, p. 235 - 245 (2007/10/02)
trans- and cis-2-Methylamino cyclohexanols (MAC) were prepared in enantiomerically pure forms and transformed into O.N-bis(diphenylphosphino) derivatives ("PONP").An analogous trans-1R;2R-aminocyclohexanol PONP could only be isolated in an impure form, whereas the attempted synthesis of PONP's of diastereomeric trans-2-(N-α-phenylethylamino)-cyclohexanols failed.Cationic Rh(I)-chelates of the new PONP's catalyzed the enantioselective hydrogenation of dehydro-α-acylamino acids with /= 97percent ee.A comparison of the enantiodiscriminating properties of the MAC-PONP's with structurally related chiral ligands leads to surprising conclusions.
