Collective Synthesis of Chiral Tetrasubstituted Cyclobutanes Enabled by Enantioconvergent Negishi Cross‐Coupling of Cyclobutenones
Min Yan, Qiang Zhou, Ping Lu
Abstract
Cyclobutenones provide a straightforward four-carbon ring platform for further structural elaborations in that every carbon atom of the ring could be potentially functionalized. We report here a nickel catalyzed enantioconvergent Negishi coupling of 4-iodocyclobutenones with an array of aryl or alkenyl zinc reagents to access enantioenriched 4-substituted cyclobutenones, from which a modular approach to the synthesis of 1,2,3,4-tetrasubstituted cyclobutanes was demonstrated.
Topics & Concepts
CyclobutanesNegishi couplingChemistryArylRing (chemistry)StereochemistryReagentCarbon atomCarbon fibersOrganic chemistryMedicinal chemistryAlkylCyclobutaneMathematicsAlgorithmComposite numberAsymmetric Synthesis and CatalysisCyclopropane Reaction MechanismsSynthetic Organic Chemistry Methods