89481-67-4Relevant academic research and scientific papers
Ir-catalyzed Asymmetric Hydrogenation of α-Imino Esters with Chiral Ferrocenylphosphine-Phosphoramidite Ligands
Hu, Xin-Hu,Hu, Xiang-Ping
supporting information, p. 5063 - 5068 (2019/11/11)
An Ir-catalyzed asymmetric hydrogenation of α-imino esters with unsymmetrical hybrid chiral ferrocenylphosphine-phosphoramidite ligands for the synthesis of optically active α-aryl glycines has been described. The result indicated that the presence of the iodo-substitutent at the 3/3’-position of the binaphthyl unit of ligand could significantly improve the catalytic performance. This method features high asymmetric induction and reasonable functional group tolerance, thus providing a concise and efficient approach toward chiral α-aryl glycine derivatives with up to 96% ee.
Chemo- and enantioselective Bronsted acid-catalyzed reduction of α-imino esters with catecholborane
Enders, Dieter,Rembiak, Andreas,Stoeckel, Bianca Anne
supporting information, p. 1937 - 1942 (2013/08/23)
The chemo- and enantioselective reduction of α-imino esters with catecholborane has been developed employing 10 mol% of an enantiopure BINOL-based phosphoric acid as organocatalyst. Various differently substituted aromatic α-amino acid derivatives can be
Transfer hydrogenation of imines with carboxyl-tailed benzothiazoline as readily removable hydrogen donor
Zhu, Chen,Akiyama, Takahiko
supporting information; experimental part, p. 416 - 418 (2012/02/05)
A benzothiazoline bearing 4-carboxyphenyl group at 2-position was developed as an efficient hydrogen donor for the transfer hydrogenation reaction. Introduction of the carboxyl group significantly facilitated the removal of the residual benzothiazoline an
Enantioselective organocatalytic transfer hydrogenation of α-imino esters by utilization of benzothiazoline as highly efficient reducing agent
Zhu, Chen,Akiyama, Takahiko
supporting information; experimental part, p. 1846 - 1850 (2010/11/03)
Benzothiazoline was employed as an efficient and versatile reducing agent for the chiral phosphoric acid-catalyzed transfer hydrogenation of α-imino esters. The corresponding α-amino esters were furnished with excellent enantioselectivities. Novel and rea
A vaulted biaryl phosphoric acid-catalyzed reduction of α-imino esters: The highly enantioselective preparation of α-amino esters
Li, Guilong,Liang, Yuxue,Antilla, Jon C.
, p. 5830 - 5831 (2008/02/10)
A new method for the chiral phosphoric acid-catalyzed reduction of α-imino esters using Hantzsch ester is described. A series of 11 α-imino esters were evaluated, and it was shown that imino substrates derived from substituted aryl and alkyl keto esters could be reduced to the corresponding α-amino ester in excellent yield and in enantiomeric excesses from 94 to 99%. Catalyst loading was 5 mol % in each case, and the reactions were run with toluene as the solvent. Copyright
Rh-catalyzed asymmetric hydrogenation of α-aryl imino esters: An efficient enantioselective synthesis of aryl glycine derivatives
Shang, Gao,Yang, Qin,Zhang, Xumu
, p. 6360 - 6362 (2007/10/03)
(Chemical Equation Presented) A highly enantioselective synthesis of aryl glycine derivatives from asymmetric hydrogenation was achieved by subjecting N-PMP-protected α-aryl imino esters to hydrogenation under Rh-bisphosphine catalysis (see scheme; PMP = para-methoxyphenyl, cod = cycloocta-1,5-diene). The PMP group could be easily removed for the preparation of enantiomerically pure aryl glycine derivatives.
Tandem N-alkylation-C-allylation reaction of α-imino esters with organoaluminums and allyltributyltin
Niwa, Yasuki,Shimizu, Makoto
, p. 3720 - 3721 (2007/10/03)
On treatment of various α-imino esters with organoaluminum reagents and allyltributyltin in the presence of benzoyl peroxide, the tandem reaction proceeded to give the N-alkylation-C-allylation products in good yields. The tandem N-alkyation-C-cyanation also proceeded using silyl or aluminum cyanide to give the aminonitrile in good yield. Copyright
