title: An allenic Pauson-Khand-type reaction: a reversal in pi-bond selectivity and the formation of seven-membered rings.
abstract: [reaction: see text] Treatment of alkynyl allenes with [Rh(CO)(2)Cl](2) results in a formal [2 + 2 + 1] cycloaddition reaction. This reaction occurs with complete regioselectivity for a variety of substrates affording only 4-alkylidene cyclopentenones in good yields. Moreover, seven-membered rings have been prepared in high yields.
authors.affiliation: Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA. kbrummond@pitt.edu
authors.forename: Kay M
authors.initials: KM
authors.lastname: Brummond
authors.forename: Hongfeng
authors.initials: H
authors.lastname: Chen
authors.forename: Kimberly D
authors.initials: KD
authors.lastname: Fisher
authors.forename: Angela D
authors.initials: AD
authors.lastname: Kerekes
authors.forename: Brenden
authors.initials: B
authors.lastname: Rickards
authors.forename: Peter C
authors.initials: PC
authors.lastname: Sill
authors.forename: Steven J
authors.initials: SJ
authors.lastname: Geib
mesh_terms: D000466:Alkadienes / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003500:Cyclization; D007202:Indicators and Reagents; D008958:Models, Molecular; D008968:Molecular Conformation; D012828:Silicones / Q000737:chemistry
chemical_list: D000466:Alkadienes; D007202:Indicators and Reagents; D012828:Silicones; C025947:propadiene