The reactivity of (2S,3S)-N1-methyl-2-hydroxy-3-methylamino-3-phenylpropanamide 1, containing three nucleophilic centres has been studied against dihaloalkanes and aldehydes. Hexahydro-4-pyrimidinones or oxazolidines were obtained chemoselectively. Experimental results were explained by 'ab initio' calculations. © 2002 Elsevier Science Ltd. All rights reserved.

Chemoselective reactions of N1-methyl-2-hydroxy-3-methylamino-3-phenylpropanamide with electrophiles. Synthesis of chiral hexahydro-4-pyrimidinones and oxazolidines

Testa M. L.;
2002

Abstract

The reactivity of (2S,3S)-N1-methyl-2-hydroxy-3-methylamino-3-phenylpropanamide 1, containing three nucleophilic centres has been studied against dihaloalkanes and aldehydes. Hexahydro-4-pyrimidinones or oxazolidines were obtained chemoselectively. Experimental results were explained by 'ab initio' calculations. © 2002 Elsevier Science Ltd. All rights reserved.
2002
Istituto per lo Studio dei Materiali Nanostrutturati - ISMN - Sede Secondaria Palermo
Dichloromethane
Oxazolidines
Pyrimidinones
Regioselectivity
Aminodiols
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/474068
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