6533b861fe1ef96bd12c428e

RESEARCH PRODUCT

Reactivity difference between diphosgene and phosgene in reaction with (2,3-anti)-3-amino-1,2-diols

Salvador GilEl Mestafa El HadramiElena Zaballos-garcíaRamón J. ZaragozáJosé Sepúlveda-arquesA. Hamdach

subject

Reaction conditionschemistry.chemical_compoundchemistryReagentOrganic ChemistryDrug DiscoveryDiphosgeneOrganic chemistryReactivity (chemistry)PhosgeneBiochemistry

description

In reactions of (2,3-anti)-3-amino-1,2-diols with diphosgene and phosgene and their conversion into 1,3-oxazolidin-2-ones, some differences in the stereochemistry of the reactions have been found with these two reagents. The reactions with phosgene afforded the expected cis-oxazolidinones, and in the reaction with diphosgene under the same reaction conditions, the trans-oxazolidinones were also obtained.

https://doi.org/10.1016/j.tet.2006.04.033