142035-32-3Relevant academic research and scientific papers
α-Phenylglycinol as chiral auxiliary in diastereoselective Strecker synthesis of α-amino acids
Chakraborty,Azhar Hussain,Venkat Reddy
, p. 9179 - 9190 (1995)
The high diastereoselectivity achieved in Strecker synthesis using inexpensive α-phenylglycinol as chiral auxiliary and its facile removal by oxidative clearange make it an ideal choice for the large scale preparations of optically active α-amino acids specially α-arylglycines present abundantly in glycopeptide antibiotics. A number of chiral amino acids are synthesized following this method. Also molecular mechanics calculations are carried out to explain the observed diastereoselection.
Rh-catalyzed asymmetric hydrogenation of racemic aldimines via dynamic kinetic resolution
Fan, Dongyang,Lu, Jian,Liu, Yang,Zhang, Zhenfeng,Liu, Yangang,Zhang, Wanbin
, p. 5541 - 5547 (2016/08/05)
Catalyzed by a rhodium complex of P-stereogenic diphosphine ligand trichickenfootphos (TCFP), asymmetric hydrogenation of racemic aldimines via dynamic kinetic resolution has been realized for the preparation of chiral arylglycines with good yields and enantioselectivities.
Asymmetric Control of 1,3-Dipolar Cycloaddition Reactions with Azomethine Ylides by Means of Proline Esters as Chiral Auxiliary Groups
Waldmann, Herbert,Blaeser, Edwin,Jansen, Martin,Letschert, Hans-Peter
, p. 150 - 154 (2007/10/02)
Upon treatment with triethylamine or DBU in the presence of LiBr, aromatic and aliphatic imines of amino acid esters are converted to N-metalated azomethine ylides.These 1,3-dipoles undergo highly stereoselective cycloadditions with N-acryloyl-(S)-proline
STEREOCONTROLLED ADDITION OF ORGANOZINC REAGENTS DERIVED FROM 2-(BROMOMETHYLACRYLATES TO CHIRAL IMINES
Dembele, Yenimegue A.,Belaud, Chantal,Hitchcock, Peter,Villieras, Jean
, p. 351 - 354 (2007/10/02)
Stereocontrolled addition of isolated organozinc reagents derived from 2-(bromomethyl)acrylates to imines can be achieved with ee ca. 100percent using α-amino esters as chiral auxiliaries.High yields of pure RR or SS N-substituted α-methylene γ-lactams ca
