Organic Letters · 2007 · 21 citations · 3 references
Cross-coupling ReactionDerivative (Chemistry)Double Michael ReactionsMetal SaltBiochemistryEngineeringPyroglutamic Acid DerivativesNatural SciencesAmide-tethered DiacidsOrganic ChemistryCatalysisStereoselective SynthesisChemistryChemical DerivativeSynthetic ChemistryBiomolecular Engineering
In the presence of substoichiometric quantities of potassium tert-butoxide and an additional metal salt, amide-tethered diacids undergo double Michael reactions with alkynones to provide highly functionalized pyroglutamic acid derivatives. The metal salt was found to play an important role in improving the diastereoselectivities of the reactions.
3