121440-91-3

Upstream product

• 902778-24-9 1,2:5,6-di-O-isopropylidene-α-D-glucofuranos-3-O-yl α-chloro-α-phenylacetate 
• 100-46-9 benzylamine 
• 100-52-7 benzaldehyde 
• 24461-61-8 phenylglycine methyl ester 
• 153924-62-0 N-benzylidenephenylglycine methyl ester 
• 2912-62-1 α-chlorophenylacetyl chloride 
• 67-56-1 methanol 
• 14231-68-6 (R)-N-Benzylphenylglycine 

Downstream Products

• 121440-90-2 (R)-Methyl N-benzoyl-N-benzylphenylglycinate 

Relevant academic research and scientific papers

Rh-catalyzed asymmetric hydrogenation of racemic aldimines via dynamic kinetic resolution

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.

Highly stereoselective metal-free catalytic reduction of Lmines: An easy entry to enantiomerically pure amines and natural And Unnatural α-amino esters

A highly efficient catalytic stereoselective ketlmlne reduction is described. The combination of an Inexpensive chiral organocatalyst, easily prepared In a single step, and of a very cheap removable chiral auxiliary allowed us to obtain enantlomerlcally pure amino compounds. The methodology allowed synthesis of chiral secondary and primary amines and natural and unnatural amino esters In high yields often with total control of the absolute stereochemistry.

Asymmetric syntheses of N-substituted α-amino esters via dynamic kinetic resolution of α-haloacyl diacetone-d-glucose

Diacetone-d-glucose or d-allose mediated dynamic kinetic resolution of α-halo esters in nucleophilic substitution reaction has been investigated. Reactions with various amine nucleophiles in the presence of TBAI and DIEA can provide the N-substituted α-am

Asymmetric Synthesis Catalyzed by Chiral Ferrocenylphosphine-Transition-Metal Complexes. 8. Palladium-Catalyzed Asymmetric Allylic Amination

Chiral ferrocenylphosphine ligands, represented by (R)-N-methyl-N--1-ethylamine ((R)-(S)-1a), which have a pendant side chain bearing a hydroxy group at the terminal position, were designed and used successfully for palladium-catalyzed asymmetric allylic amination of allylic substrates containing a 1,3-disubstituted propenyl structure (RCH=CHCH(X)R: R = Ph, Me, n-Pr, i-Pr; X = OCOOEt, OCOMe, OP(O)Ph2, etc.).Reaction of the allylic substrates with benzylamine in the presence of a palladium catalyst prepared in situ from Pd2(dba)3 and (R)-(S)-1a gave high yields of amination products (RCH=CHC*H(NHCH2Ph)R: >97percent ee (R) for R = Ph, 73percent ee (S) for R = Me, 82percent ee (S) for R = n-Pr, and 97percent ee (S) for R = i-Pr).The allylamines were converted into optically active amino acids and their derivatives.The high stereoselectivity of the ferrocenylphosphine ligand is expected to be caused by an attractive interaction between the terminal hydroxy group on the ligand and the incoming amine, which directs the nucleophilic attack on one of the ?-allyl carbons.The key role of the hydroxy group was supported by an X-ray structure analysis of a ?-allylpalladium complex and (31)P NMR studies.It was demonstrated that the pendant side chain on the ferrocenylphosphine ligand is directed toward the reaction site on palladium and the terminal hydroxy group is located at the position close to one of the ?-allyl carbon atoms and that ?-allyl group on the palladium coordinated with the ferrocenylphosphine 1a adopts one of the two possible conformational isomers with high selectivity (20/1) in an equilibrium state.