Construction of polycyclic structures with vicinal all-carbon quaternary stereocenters <i>via</i> an enantioselective photoenolization/Diels–Alder reaction
Min Hou, Mengmeng Xu, Baochao Yang, Haibing He, Shuanhu Gao
Abstract
-quinodimethanes, delivering fused or spiro polycyclic rings bearing vicinal all-carbon quaternary centers in excellent enantiomeric excess through one-step operation. This newly developed enantioselective PEDA reaction will inspire other advances in asymmetric excited-state reactions, and could be used in the total synthesis of structurally related complex natural products or drug-like molecules for drug discovery.
Topics & Concepts
StereocenterVicinalEnantioselective synthesisDiels–Alder reactionChemistryQuaternaryCarbon fibersStereochemistryQuaternary carbonOrganic chemistryCatalysisMaterials scienceBiologyPaleontologyComposite materialComposite numberRadical Photochemical ReactionsOxidative Organic Chemistry ReactionsAsymmetric Synthesis and Catalysis