25102-89-0

Upstream product

• 563-80-4 3-methyl-butan-2-one 
• 69128-54-7 (R,S)-α-phenylethylammonium perchlorate 
• 2627-86-3 (S)-1-phenyl-ethylamine 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 31502-94-0 (R)-1,2-dimethylpropylidene(1-phenylethyl)amine 
• 167467-26-7 [1,2-Dimethyl-prop-(E)-ylidene]-((R)-1-phenyl-ethyl)-amine 
• 676-58-4 methylmagnesium chloride 
• 78-84-2 isobutyraldehyde 
• 217473-24-0 (S)-1,2-dimethylpropylidene(1-phenylethyl)amine 

Downstream Products

• 598-74-3 (2R)-3-methyl-2-butylamine 
• 101689-08-1 (R)-N-((R)-1,2-Dimethyl-propyl)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionamide 

Relevant academic research and scientific papers

PROCESS FOR PREPARING AMINE COMPOUND

The present invention aims to provide a practical process for preparing amine compounds through a generalized highly-diastereoselective reductive amination reaction. The present invention relates to a process for diastereoselectively preparing an amine co

PROCESS FOR DIASTEREOSELECTIVE CONVERSION OF CHIRAL IMINES

Diastereoselective conversion of chiral imines of the formula I to amines of the formula II where the R1 to R4 radicals are each as defined in the description and R1 and R2 are different than one another, by con

A convenient, highly stereoselective, metal-free synthesis of chiral amines

A low cost, efficient, metal-free highly stereoselective reduction of ketimines to chiral amines was developed. Different imines bearing a very cheap and removable chiral auxiliary were reduced simply by trichlorosilane in the presence of N,N-dimethylformamide, often in quantitative yield and complete control of the absolute stereochemistry, to afford highly enantiomerically enriched amines. Georg Thieme Verlag Stuttgart.

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.

Ytterbium acetate promoted asymmetric reductive amination: Significantly enhanced stereoselectivity

(Chemical Equation Presented) Reductive amination of prochiral unhindered 2-alkanones 1 with (R)- or (S)-α-MBA in the presence of Yb(OAc) 3 (50-110 mol %), Raney-Ni, and hydrogen (120 psi) results in increased diastereoselectivity for the amine products 2 (80-89% de) with good yield (80-87%). The increased de is based on comparison with the best previously reported de's when using (R)- or (S)-α-MBA, regardless of the strategy employed [stepwise (isolation of ketimines) or one-pot (reductive amination)], reducing agent examined, or achiral Lewis acid or Bronsted acid examined. An in situ cis- to trans-ketimine isomerization mechanism, promoted by Yb(OAc)3, has been proposed to account for the observed increase in diastereoselectivity and suggests a new entry into the control of ketimine geometry.

A one-pot asymmetric sequential animation-alkylation of aldehydes: Expedient synthesis of aliphatic chiral amines

A one-pot asymmetric sequential amination-alkylation method has been developed for the synthesis of alkyl-alkyl′ α-chiral primary amines (aliphatic primary amines with a chiral center adjacent to the nitrogen atom) from aldehydes. In situ aldimine formati

SYNTHESIS OF AMINE STEREOISOMERS

The invention relates to methods for producing secondary and tertiary amine diastereomers and corresponding enantiopure or enantioenriched primary or secondary chiral amine products.

Evolution of titanium(IV) alkoxides and Raney Nickel for asymmetric reductive amination of prochiral aliphatic ketones

(Chemical Equation Presented) A new method for the one-pot asymmetric reductive amination of prochiral aliphatic ketones has been developed. The previously unexplored reagent combination of Ti(OiPr) 4/Raney Ni/H2 in the pr

Asymmetric reduction of enantiopure imines with zinc borohydride: Stereoselective synthesis of chiral amines

The first application of zinc borohydride in the reduction of enantiopure imines for the stereoselective preparation of both the enantiomers of secondary amines is described. A possible explanation of the stereoselectivity and of the reaction mechanism is

Reductive amination promoted by tributyltin hydride

Reductive amination of carbonyl compounds with primary and secondary ammonium salts was performed by tributyltin hydride in DMF solvent at room temperature. A variety of secondary and tertiary amines including sterically hindered ones could be synthesized in one-pot procedure. No side reaction such as the reduction of starting carbonyl or overalkylation was detected.