title: Efficient Nazarov cyclization/Wagner-Meerwein rearrangement terminated by a Cu(II)-promoted oxidation: synthesis of 4-alkylidene cyclopentenones.
abstract: The discovery and elucidation of a new Nazarov cyclization/Wagner-Meerwein rearrangement/oxidation sequence is described that constitutes an efficient strategy for the synthesis of 4-alkylidene cyclopentenones. DFT computations and EPR experiments were conducted to gain further mechanistic insight into the reaction pathways.
authors: Department of Chemistry, University of Rochester, Rochester, NY 14627, USA.
authors: David
authors: D
authors: Lebœuf
authors: Eric
authors: E
authors: Theiste
authors: Vincent
authors: V
authors: Gandon
authors: Stephanie L
authors: SL
authors: Daifuku
authors: Michael L
authors: ML
authors: Neidig
authors: Alison J
authors: AJ
authors: Frontier
mesh_terms: D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003300:Copper / Q000737:chemistry*; D003500:Cyclization; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010084:Oxidation-Reduction
chemical_list: D003517:Cyclopentanes; D003300:Copper; C013905:cyclopentenone