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RESEARCH PRODUCT
Synthesis and Conformational Analysis of Saturated3,1,2-Benzoxazaphosphinine 2-Oxides
Henri KiveläReijo SillanpääKalevi PihlajaFerenc FülöpZita ZalánZita ZalánPetri Tähtinensubject
chemistry.chemical_compoundChemistryStereochemistryOrganic ChemistryDiastereomerMoleculeCyclohexylaminesHydroxymethylNuclear magnetic resonance spectroscopyPhysical and Theoretical ChemistryRing (chemistry)Phenyl dichlorophosphateBasis setdescription
N-Unsubstituted, N-methyl and N-benzyl cis- and trans-2(hydroxymethyl)cyclohexylamines were subjected to ring closure with phenylphosphonic dichloride, phenyl dichlorophosphate and bis(2-chloroethyl)phosphoramidic dichloride in order to synthesize P-epimeric diastereomers of the corresponding unsubsituted and N-substituted 2-phenyl-, 2phenoxy- and 2-[bis(2-chloroethyl)amino]octahydro-2H3,1,2-benzoxazaphosphinine 2-oxides. The stereochemistry and conformations of the prepared compounds were analyzed mainly by variable-temperature 1 H, 13 C and 31 P NMR spectroscopy. Geometry optimizations were performed for some trans-fused molecules by utilizing the B3LYP DFT method and a locally dense basis set, followed by JH,P coup
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2005-03-01 | European Journal of Organic Chemistry |