294866-15-2

Upstream product

• 117-99-7 2-Hydroxybenzophenone 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 

Downstream Products

• 223269-16-7 (4S)-4-phenyl-3-<(1'R)-1'-phenylethyl>-3,4-dihydro-2H-1,3-benzoxazine 
• 364045-46-5 2-[(R)-{ethyl[(1R)-1-phenylethyl]amino}(phenyl)methyl]phenol 
• 313963-77-8 (+/-)-2-[(benzylamino)(phenyl)methyl]phenol 
• 223269-13-4 (4R)-4-phenyl-3-<(1'R)-1'-phenylethyl>-3,4-dihydro-2H-1,3-benzoxazine 
• 223268-73-3 2-<(1R)-phenyl-(<(1'R)-1'-phenylethyl>amino)methyl>phenol 
• 223269-26-9 2-<(1S)-phenyl-(<(1'R)-1'-phenylethyl>amino)methyl>phenol 

Relevant academic research and scientific papers

Pseudotetrahedral copper(ii)-complexes with enantiopure (RorS)-2-(((aryl)ethylimino)ethyl)phenolate Schiff base ligands

Condensation of 2-hydroxy-benzophenone (HL′) with (RorS)-(Ar)ethylamine yields the enantiopure Schiff bases (SorR)-2-((E)-1-(1-(Ar)ethylimino)ethyl)phenol {Ar = C6H5(S- orR-HL1),p-CH3OC6H4(

Ready N-alkylation of enantiopure aminophenols: Synthesis of tertiary aminophenols

A regioselective indirect alkylation of aminophenols to enantiopure tertiary aminophenols, which are useful chiral ligands for metal-catalysed asymmetric reactions, is reported. This very simple synthetic methodology, through reduction or alkylation of an intermediate benzoxazine, was performed in mild conditions, suitable for the conservation of the configuration of the stereogenic centres. Some crystalline aminophenols show the phenomenon of 'crystallization-induced asymmetric transformation'.

Synthesis of enantiopure o-hydroxybenzylamines by stereoselective reduction of 2-imidoylphenols: Application in the catalytic enantioselective addition of diethylzinc to aldehydes

Enantiopure o-hydroxybenzylamines 2a-i were synthesized by diastereoselective reduction of the 2-imidoylphenols (R)-1a-i. Conformational analysis enabled the assignment of the absolute configurations of compounds 2a-i. The accessible o-hydroxybenzylamine (R,R)-2h serves as an effective catalyst precursor for highly enantioselective addition of diethylzinc to aliphatic and aromatic aldehydes. This pathway represents a practical and operationally very simple methodology for the enantioselective synthesis of both the enantiomers of secondary alcohols 7a-f.