73148-41-1Relevant articles and documents
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
Kumar, Varun,Raghavaiah, Pallepogu,Mobin, Shaikh M.,Nair, Vipin A.
experimental part, p. 4960 - 4970 (2010/11/17)
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.
A general and efficient method for the preparation of β-enamino ketones and esters catalyzed by indium tribromide
Zhang, Zhan-Hui,Yin, Liang,Wang, Yong-Mei
, p. 184 - 190 (2007/10/03)
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.
Enantioselective Michael reactions of chiral secondary enaminoesters with 2-substituted nitroethylenes. Syntheses of trans,trans-2,4-disubstituted pyrrolidine-3-carboxylates
Revial, Gilbert,Lim, Sethy,Viossat, Bernard,Lemoine, Pascale,Tomas, Alain,Duprat, Arthur F.,Pfau, Michel
, p. 4593 - 4600 (2007/10/03)
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.