79868-82-9

Upstream product

• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 
• 1589-82-8 phenylmagnesium bromide 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 6921-34-2 benzylmagnesium chloride 
• 63-91-2 L-phenylalanine 

Downstream Products

• 50485-28-4 3-benzyl-1,4-diphenyl-butan-2-one 
• 1009079-82-6 N-(1S)-(1,2,2-tribenzyl-2-hydroxy-ethyl)-C-[(1S,4R)-7,7-dimethyl-2-oxo-bicyclo[2.2.1]hept-1-yl]-methanesulfonamide 
• 1018039-31-0 (S)-2-(p-toluenesulfonylamino)-1,1-dibenzyl-3-phenyl-1-propanol 
• 1016649-92-5 N₁,N₃-bis[(S)-3-benzyl-3-hydroxy-1,4-diphenylbutan-2-yl]isophthalamide 
• 1335150-74-7 C₄₇H₄₈N₂O₂S 

Relevant academic research and scientific papers

Asymmetric epoxidation of chalcones promoted by chiral schiff bases and amino alcohols

A series of chiral ligands were conveniently prepared from L-phenylalanine and characterized. Their application to the asymmetric epoxidation of chalcone was studied. The results demonstrated that 3a were efficient catalysts for enantioselective epoxidation of chalcone in moderate yield (up to 58.6%) and high enantioselectivities (up to 90% e.e.).

The first catalytic asymmetric addition of diethylzinc to aldehyde promoted by chiral thiourea

A series of C2-symmetric and asymmetric chiral thiourea derivatives were synthesized from commercial l-phenylalanine. All of the new compounds have been fully characterized by IR, 1H NMR, 13C NMR, MS spectra and elemental analyses. The chiral thioureas were used as chiral ligands in the catalytic enantioselective ethylation of aldehydes with diethylzinc, the corresponding sec-alcohols were gained with excellent enantioselectivities (up to 87.1% ee) and high yields (up to 76.7%) after the conditions were optimized.

Asymmetric reduction of prochiral ketones with N-sulfonylated amino alcohols as catalysts

Novel N-sulfonylated amino alcohols were synthesized from L-amino acids and (+)-camphor, and their application to asymmetric reduction of prochiral ketones with NaBH4-BF3·Et2O is described. Copyright Taylor & Francis Group, LLC.

Enantioselective addition of diethylzinc to aldehydes catalyzed by chiral amino alcohols. Substituent effect and nonlinear effect

A new series of chiral β-amino alcohols derived from (S)-leucine, valine, and phenylalanine have been synthesized and evaluated as chiral catalysts for the enantioselective addition of diethylzinc to aldehydes. The β-amino alcohol (1c) possessing a isobutyl substituent and two phenethyl substituents on the carbinol carbon atom was found to be an efficient and optimal ligand to catalyze the diethylzinc addition with high enantioselectivity (up to 97% ee) and good yield. Furthermore, a strong (+)-nonlinear effect (asymmetric amplification) was observed in the enantioselective catalysis, providing high level of enantioselection (93% ee) by use of ligand 1c in 20% ee.