6533b852fe1ef96bd12aab62

RESEARCH PRODUCT

ChemInform Abstract: The Construction of Quaternary Stereocenters by the Henry Reaction: Circumventing the Usual Reactivity of Substituted Glyoxals.

Victor Hernandez‐olmosGonzalo BlayJosé R. Pedro

subject

chemistry.chemical_classificationAddition reactionchemistry.chemical_compoundNitroaldol reactionKetoneNitromethanechemistryEnantioselective synthesisReactivity (chemistry)General MedicineMedicinal chemistryAlkylStereocenter

description

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.

https://doi.org/10.1002/chin.201127022