6533b7d1fe1ef96bd125c20d

RESEARCH PRODUCT

Gold(I)-Catalyzed Intermolecular Cycloaddition of Allenamides with α,β-Unsaturated Hydrazones: Efficient Access to Highly Substituted Cyclobutanes

Paloma Bernal-albertHélio FaustinoJosé L. MascareñasAna GimenoGregorio AsensioFernando Toboso LópezFernando Toboso LópezFernando Toboso López

subject

CyclobutanesLetterHydrazoneStereoisomerismBiochemistryMedicinal chemistryCatalysisCatalysisCombinatorial Chemistry TechniquesMoleculeOrganic chemistryMoietyPhysical and Theoretical ChemistryCycloadditionchemistry.chemical_classificationCycloaddition ReactionMolecular StructureOrganic ChemistryIntermolecular forceHydrazonesStereoisomerismAllenamidesCycloaddition3. Good healthAlkadienes:Investigación::23 Química [Materias]chemistryGoldCyclobutanes

description

α,β-Unsaturated N,N-dialkyl hydrazones undergo a mild [2 + 2] cycloaddition to allenamides when treated with a suitable gold catalyst. The method, which represents the first application of N,N-dialkyl hydrazones in gold catalysis, is compatible with a wide variety of substituents at the alkenyl moiety of the hydrazone component, proceeds with excellent levels of regio- and diastereoselectivity, and provides densely substituted cyclobutanes with good to excellent yields.

yearjournalcountryeditionlanguage
2014-11-19
10.1021/ol503121qhttps://hdl.handle.net/10347/12379