6533b7d4fe1ef96bd1261ce9

RESEARCH PRODUCT

Quantitative ring contraction of 5-hydroxy-1,3-oxazin-2-ones into 5-hydroxymethyl-1,3-oxazolidin-2-ones: A DFT study

Ramón J. ZaragozáJosé Sepúlveda-arquesElena Zaballos-garcíaA. Hamdach

subject

chemistry.chemical_compoundContraction (grammar)NucleophileChemistryHydroxymethylPhysical and Theoretical ChemistryCondensed Matter PhysicsBiochemistryMedicinal chemistry

description

Abstract The ring contraction of trans -5-hydroxy-1,3-oxazin-2-ones 1 into cis -5-hydroxymethyl-oxazolidinones 3 was studied with different bases and nucleophiles and it was found that it is the basicity and not the nucleophilicity the factor responsible for the ring contractions. A DFT study was made for the proposed mechanism.

yearjournalcountryeditionlanguage
2007-03-01Journal of Molecular Structure: THEOCHEM
https://doi.org/10.1016/j.theochem.2006.11.026