73148-41-1

Upstream product

• 56424-40-9 Isopropylidene-((R)-1-phenyl-ethyl)-amine 
• 105-58-8 Diethyl carbonate 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 141-97-9 ethyl acetoacetate 

Downstream Products

• 184888-43-5 (R)-(1-phenylethyl)carbamic acid tert-butyl ester 
• 290357-68-5 ethyl 2-[(1S)-1-(nitromethyl)ethyl]-3-[(1R)-(1-phenylethyl)amino]but-2-enoate 
• 103123-52-0 (R,R)-ethyl 3-butanoate 

Relevant academic research and scientific papers

Diastereoselective syntheses of 3-aryl-5-(arylalkyl)-6-methyl-1-(1- phenylethyl)thioxotetrahydropyrimidin-4(1H)-ones: A stereochemical perspective from endo and exocyclic chiral centres

Diastereoselective syntheses of 3-aryl-(S/R)-6-methyl-1-[(S/R)-1- phenylethyl)]-2-thioxotetrahydro pyrimidin-4(1H)-ones were achieved in good yields by the condensation of aryl isothiocyanates with ethyl 3-(1-phenylethylamino)butanoate in a one-pot reaction. Benzylation of these substrates illustrated that the orientations of the exocylic and endocylic groups determine the stereochemical outcome of the product formed.

ZrCl4-catalyzed efficient synthesis of enaminones and enamino esters under solvent-free conditions

A facile synthesis of β-enaminones and enamino esters by condensation of β-dicarbonyl compounds with differently substituted amines in the presence of ZrCl4 under solvent-free conditions is reported.

A general and efficient method for the preparation of β-enamino ketones and esters catalyzed by indium tribromide

A variety of β-enamino ketones and esters have been synthesized in high to exellent yields by reacting β-dicarbonyl compounds with amines in the presence of a catalytic amount of indium tribromide. The reaction proceeds smoothly at room temperature in a short reaction time under solvent-free conditions.

Efficient synthetic method for β-Enamino esters catalyzed by Yb(OTf)3 under solvent-free conditions

A wide range of ?-enamino esters have been synthesized in moderate to excellent yields by reacting 1,3-dicarbonyl compounds with amines in the presence of catalytic amounts of Yb(OTf)3 (2 mol%). The reaction proceeds smoothly at ambient temperature under solvent-free conditions. The catalyst can be recovered and reused. CSIRO 2006.

Enantioselective Michael reactions of chiral secondary enaminoesters with 2-substituted nitroethylenes. Syntheses of trans,trans-2,4-disubstituted pyrrolidine-3-carboxylates

The Michael reaction of chiral 3-substituted secondary enaminoesters with 2-substituted nitroethylenes leads to (Z)-adducts, with good to excellent diastereoselectivity. The nitro group of these adducts was catalytically reduced to give, after cyclization and chiral amine elimination, pyrrolines or pyrrolidines after further reduction. In particular, the syntheses of ethyl (2R,3S,4S)-2,4-dimethylpyrrolidine-3-carboxylate and ethyl (2R,3R,4S)-2-(4-methoxyphenyl)-4-(3,4-(methylenedioxy)phenyl)pyrrolidine-3-ca rboxylate are described.

A versatile route to β-enamino esters by acylation of lithium enamines with diethyl carbonate or benzyl chloroformate

A versatile route to β-enamino esters 1, using accessible starting materials, was developed. Lithiated enamines are allowed to react with diethyl carbonate or benzyl chloroformate with the formation of the β-enamino esters 1a or 1b. The reaction is rather general from a wide array of ketimines and aldimines. Products included cyclic β-enamino esters 1aa-ac, very useful for the synthesis of natural products.