title: A simple metal-promoted three-step access to n/5/m angular carbocyclic systems.
abstract: A simple three-step access to n/5/m angular tricyclic skeleta from terminal cycloalkenylacetylenes, Cr(CO)(6), and propargylmalonate esters is described. The process involves a cyclopentannulation of propargylmalonates and enynyl Fischer carbenes, followed by a metal-promoted Cope-type fragmentation of the propargyl unit. The resulting 4-allenyl-carbonyl derivatives can undergo either a 5-exo annulation via a tin enolate or an unprecedented gold catalyzed 6-endo cyclization.
authors: Departamento de Química Orgánica e Inorgánica, Universidad de Oviedo, Julian Clavería 8, 33071 Oviedo, Spain. barluenga@uniovi.es
authors: José
authors: J
authors: Barluenga
authors: Ana
authors: A
authors: Álvarez-Fernández
authors: Tatiana
authors: T
authors: Suárez-Rodríguez
authors: Ángel L
authors: ÁL
authors: Suárez-Sobrino
authors: Miguel
authors: M
authors: Tomás
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D002857:Chromium / Q000737:chemistry*; D003500:Cyclization; D006046:Gold / Q000737:chemistry; D008314:Malonates / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives / Q000737:chemistry; D015394:Molecular Structure; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D014001:Tin / Q000737:chemistry
chemical_list: D000480:Alkynes; D008314:Malonates; D011083:Polycyclic Compounds; D002857:Chromium; C030011:carbene; D014001:Tin; D006046:Gold; D008697:Methane