6533b837fe1ef96bd12a333b
RESEARCH PRODUCT
Enantioselective Mannich reaction of β-keto esters with aromatic and aliphatic imines using a cooperatively assisted bifunctional catalyst
Petri M. PihkoAntti J. Neuvonensubject
Molecular StructureChemistryDecarboxylationOrganic ChemistryEnantioselective synthesisThioureaEstersStereoisomerismKetonesBiochemistryDecarboxylationCatalysisCatalysisBifunctional catalystchemistry.chemical_compoundThioureaOrganic chemistryUreaIminesPhysical and Theoretical ChemistryEnantiomerMannich reactionta116description
An efficient urea-enhanced thiourea catalyst enables the enantioselective Mannich reaction between β-keto esters and N-Boc-protected imines under mild conditions and minimal catalyst loading (1–3 mol %). Aliphatic and aromatic substituents are tolerated on both reaction partners, affording the products in good enantiomeric purity. The corresponding β-amino ketones can readily be accessed via decarboxylation without loss of enantiomeric purity.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2014-09-18 | Organic Letters |