title: An unexpected oxidation in the generation of cyclopenta[c]piperidines by ring-closing metathesis.
abstract: Ring-closing metathesis reaction of dienes A (n = 1, R = CO(2)R') leads to fused cyclopentenones C instead of the expected cyclopentene derivatives B. RCM reaction of the other dienes A takes place satisfactorily, affording the expected fused cycloalkene derivatives B. Cyclohexene B (n = 2, R = CO(2)R') also undergoes oxidation to the corresponding cyclohexenone C.
authors.affiliation: Laboratory of Organic Chemistry, Faculty of Pharmacy, and Institute of Biomedicine, University of Barcelona, 08028 Barcelona, Spain. amat@ub.edu
authors.forename: Mercedes
authors.initials: M
authors.lastname: Amat
authors.forename: Elisa
authors.initials: E
authors.lastname: Brunaccini
authors.forename: Begoña
authors.initials: B
authors.lastname: Checa
authors.forename: Maria
authors.initials: M
authors.lastname: Pérez
authors.forename: Núria
authors.initials: N
authors.lastname: Llor
authors.forename: Joan
authors.initials: J
authors.lastname: Bosch
mesh_terms: D003500:Cyclization; D008968:Molecular Conformation; D010084:Oxidation-Reduction; D010880:Piperidines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D010880:Piperidines