110901-04-7

Upstream product

• 110811-21-7 1-Phenyl-2-[(E)-(R)-1-phenyl-ethylimino]-ethanone 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 40434-87-5 (R)-2-hydroxy-2-phenylethyl 4-methylbenzenesulfonate 
• 20780-53-4 (R)-Styrene oxide 
• 78146-52-8 phenylglyoxal monohydrate 

Relevant academic research and scientific papers

Catalytic asymmetric transfer hydrogenation of ketones using [Ru(p-cymene)Cl2]2 with chiral amino alcohol ligands

Catalytic asymmetric transfer hydrogenation of aromatic alkyl ketones has been investigated using [Ru(p-cymene)Cl2]2 and new derivatives of β-amino alcohols synthesized from (S)-(-)-lactic acid and mandelic acid as ligands. Chiral secondary alcohols were obtained with good to excellent conversion (60-90%) and moderate to good enantioselectivities (40-86%).

Synthesis of chiral α-substituted N-[((2S)-2-hydroxy-2-phenyl)-ethyl]-2-phenylglycine derivatives by diastereocontrolled alkylation of (6R)-2,3,5,6-tetrahydro-3,6-diaryl-N-[(2'R)-(2'-methyl)phenyl-methyl]-4H-1,4 -oxazin-2-ones

The synthesis of α-substituted N-[((2S)-2-hydroxy-2-phenyl)-ethyl]-2-phenylglycine derivatives is reported, The key step of the sequence is the highly diastereoselective alkylation of (6R)-2,3,5,6-tetrahydro-3,6-diaryl-N-[(2'R)-(2'-methyl)phenylmethyl]-4H-1,4 -oxazin-2-ones after deprotonation with t-BuOK. Opening of the resulting oxazinone with ethanolic KOH, followed by hydrogenolysis of the corresponding N-[(2R)-(2-methyl)phenylmethyl] compound to furnish the expected 2-phenylglycine derivative, is also described.

Optically active N-1-phenylethyl derivatives of (1R)-2-amino-1-phenylethanol as chiral auxiliaries in the enantioselective addition of diethylzinc to arylaldehydes

The aminoalcohols (1R)-2-N[(R)-1-phenylethyl]amino-1-phenylethanol, (1R)-2-N[(S)-1-phenylethyl]amino-1-phenylethanol, and (1R)-2-N-methyl-N[(R)-1-phenylethyl]amino-1-phenylethanol, synthesized by simple procedures, have been used as chiral catalysts in the enantioselective addition of diethylzinc to arylaldehydes, obtaining optically active 1-arylpropanols in good chemical yields (47 to 95%) and e.e.s. up to 88%.

The Preparation and Absolute Configuration of the Optically Active Forms of the Diastereoisomers of 2-(1-Phenylethyl)amino-1-phenylethanol and Their Use as Chiral Auxiliaries in the Asymmetric Reduction of Acetophenone with Modified Lithium Aluminium Hydrides

(1S,2S)-(-)-2-(1-Phenylethyl)amino-1-phenylethanol (4b) (α-form) and the (1S,2R)-(+)-diastereoisomer (4f) (β-form) were prepared by lithium aluminium hydride reduction of the optically active amides derived from the appropriate mandelic acids and 1-phenylethylamines.The preparative methods give the absolute stereochemistry.The aminoethanols (4) were used along with the lower alcohols to prepare chirally modified lithium aluminium hydrides which were in turn used to reduce acetophenone.The optical yields varied, giving at best, under low temperature conditions and use of a 25 percent optical yield.