90933-74-7

Upstream product

• 676-58-4 methylmagnesium chloride 
• 69292-05-3 (S)-N-(2-Methoxybenzylidene)-1-phenylethanamine 
• 579-74-8 2-Methoxyacetophenone 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 95447-94-2 [1-(2-Methoxy-phenyl)-eth-(E)-ylidene]-((S)-1-phenyl-ethyl)-amine 

Downstream Products

• 1332827-97-0 (S)-2,2,2-trifluoro-N-(1-(2-methoxyphenyl)ethyl)acetamide 
• 1332828-02-0 (S)-[1-(2-methoxy-phenyl)-ethyl]pyridin-2-ylmethylamine 
• 40023-74-3 (S)-1-(2-methoxyphenyl)ethanamine 
• 95447-91-9 C₁₇H₂₀NO^(1-)*Li⁽¹⁺⁾ 
• 90933-79-2 C₁₇H₂₀NO₂ 

Relevant academic research and scientific papers

B(C6F5)3-Catalyzed Asymmetric Reductive Amination of Ketones with Ammonia Borane

The first example of metal-free B(C6F5)3-catalyzed asymmetric reduction amination of ketones with chiral α-methylbenzylamine (α-MBA) using ammonia borane as the reductant is reported. This one-pot method has a broad substrate scope and provides various chiral amines in 81-95% yield with 80-99% de. This protocol was further applied in the total synthesis of cinacalcet.

Step-efficient access to chiral primary amines

Routes to enantioenriched amines are outlined that employ reductive amination and carbanion addition methods. The strategies require either one or two reaction steps from prochiral carbonyl compounds for the synthesis of the corresponding chiral primary amines. Georg Thieme Verlag Stuttgart New York.

Sequential reductive amination-hydrogenolysis: A one-pot synthesis of challenging chiral primary amines

Difficult-to-access chiral primary amines were formed in good to high yield and ee using a rare example of a one-pot synthesis from prochiral ketones (sequential reductive amination-hydrogenloysis). As a highlight we also demonstrate a one-pot reductive amination-hydrogenolysis-reductive amination (five reactions) of ortho-methoxyacetophenone resulting in the chiral diamine 1-(2-methoxyphenyl)ethyl-(2-pyridylmethyl)-amine (4) (58% overall yield, >99% ee), a new organocatalyst for aqueous enantioselective aldol reactions. Copyright

Highly diastereoselective hydrogenation of imines by a bimetallic Pd-Cu heterogeneous catalyst

An efficient and practical heterogeneous bimetallic Pd-Cu/C catalyst was identified as an alternative to Raney nickel for the highly diastereoselective hydrogenation of imines prepared from prochiral ketones and α- phenylethylamines. Chiral amines were ob

Kinetic study of various phosphoramidite ligands in the iridium-catalyzed allylic substitution

(Graph Presented) A comparative kinetic study of seven ligands is presented which clearly shows that a slight difference in the substitution pattern of the aryl group on the amine moiety of the ligand dramatically alters the activity of the resulting iridium catalyst. Ligand L6 shows the most impressive kinetics as well as the highest enantioselectivities.

Diastereoselective addition of methyllithium and dimethylcuprate-boron trifluoride to imines derived from (S)-1-phenylethylamine

The reactions of dimethylcuprate-boron trifluoride reagents with the imines derived from (S)-1-phenylethylamine afforded the secondary amines by addition to the Si face of the imines. (S,S)-bis(1-phenylethyl)amine and (S)-1-cyclohexylethanamine were prepa

ENANTIOSELECTIVE REDUCTION OF ACETOPHENONE BY BORANE.CHIRAL AMINE COMPLEXES

The enantioselective reduction of acetophenone by the borane.chiral amine complexes BH3.1a - BH3.1d affords 1-phenyl-1-ethanol with o.y. up to 42percent.

Diastereoselective Synthesis of Chiral Secondary Amines with Two Chiral Centers Directly Attached to the Nitrogen Atom

The synthesis of the amines 1a-f by hydrogenation of the corresponding imines 4a-f occurs with a diastereoselectivity ranging from 33percent to higher than 90percent.The absolute configurations of 1b-f have been determined by either X-ray analysis (1b and

ENANTIOSELECTIVE ADDITION OF N-BUTYLLITHIUM TO BENZALDEHYDE IN THE PRESENCE OF CHIRAL LITHIUM AMIDES

The reaction of n-butyllithium with benzaldehyde in the presence of chiral lithium amides 1a-e gives 1-phenyl-1-pentanol with optical yields up to 90 percent.