6533b831fe1ef96bd129863b
RESEARCH PRODUCT
The construction of quaternary stereocenters by the Henry reaction: circumventing the usual reactivity of substituted glyoxals.
Victor Hernandez‐olmosGonzalo BlayJosé R. Pedrosubject
chemistry.chemical_classificationKetoneNucleophilic additionNitroaldol reactionNitromethaneOrganic ChemistryEnantioselective synthesisGeneral ChemistryCatalysisStereocenterchemistry.chemical_compoundchemistryOrganic chemistryReactivity (chemistry)Alkyldescription
The enantioselective Henry reaction between alkyl- and arylglyoxal hydrates and nitromethane catalyzed by Cu(II)-iminopyridine complexes takes place regioselectively on the ketone carbonyl group to give chiral tertiary nitroaldols with high functional group density and enantiomeric excesses of up to 96 %. Both aromatic and aliphatic glyoxals are suitable substrates for this reaction.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2011-02-23 | Chemistry (Weinheim an der Bergstrasse, Germany) |