6533b7d0fe1ef96bd125ac0b
RESEARCH PRODUCT
Chemoselective reactions of N1-methyl-2-hydroxy-3-methylamino-3-phenylpropanamide with electrophiles. Synthesis of chiral hexahydro-4-pyrimidinones and oxazolidines
José Sepúlveda-arquesElena Zaballos-garcíaJuan Server-carrióMa̱ Luisa TestaRamón J. ZaragozáChakib Hajjisubject
chemistry.chemical_compoundPyrimidinonesNucleophileChemistryOrganic ChemistryDrug DiscoveryElectrophileAb initioOrganic chemistryRegioselectivityReactivity (chemistry)BiochemistryDichloromethanedescription
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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2002-04-01 | Tetrahedron |