title: Rh(I)-catalyzed Pauson-Khand-type cycloaddition reaction of ene-vinylidenecyclopropanes with carbon monoxide (CO).
abstract: An intramolecular Pauson-Khand type cycloaddition reaction of ene-vinylidenecyclopropanes with carbon monoxide has been established by using [Rh(COD)Cl](2) as the catalyst. The reaction was found to be highly efficient in solvents of 1,2-dichloroethane and 1,1,2,2-tetrachloroethane to give excellent yields of 90-99%. The reaction provides easy access to a series of fused 6,5-ring structures containing spiro-cyclopropane units that are useful for drug design and development. A mechanism of this cycloaddition process has been proposed accounting for structures of resulting products that were unambiguously assigned by X-ray diffractional analysis.
authors.affiliation: State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China.
authors.forename: Wei
authors.initials: W
authors.lastname: Yuan
authors.forename: Xiang
authors.initials: X
authors.lastname: Dong
authors.forename: Min
authors.initials: M
authors.lastname: Shi
authors.forename: Patrick
authors.initials: P
authors.lastname: McDowell
authors.forename: Guigen
authors.initials: G
authors.lastname: Li
mesh_terms: D002248:Carbon Monoxide / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D018360:Crystallography, X-Ray; D003500:Cyclization; D061565:Cycloaddition Reaction; D003521:Cyclopropanes / Q000737:chemistry*; D004980:Ethane / Q000031:analogs & derivatives / Q000737:chemistry; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry; D008968:Molecular Conformation; D015394:Molecular Structure; D012238:Rhodium / Q000737:chemistry*; D013141:Spiro Compounds / Q000138:chemical synthesis / Q000737:chemistry
chemical_list: D003521:Cyclopropanes; D006843:Hydrocarbons, Chlorinated; D013141:Spiro Compounds; C015530:1,1,2,2-tetrachloroethane; D002248:Carbon Monoxide; C030797:cyclopropane; D012238:Rhodium; D004980:Ethane