title: Palladium-catalyzed [3+2] cycloaddition of carbon dioxide and trimethylenemethane under mild conditions.
abstract: Carbon dioxide undergoes a Pd-catalyzed [3+2] cycloaddition with trimethylenemethane (TMM) under mild conditions (1 atm, 75 degrees C, 30 min) to produce a gamma-butyrolactone product in 63% yield, when the Pd-TMM complex is generated from 2-(acetoxymethyl)-3-(trimethylsilyl)propene. The reaction reported here is more rapid than the all-carbon [3+2] cycloaddition, and only the gamma-butyrolactone is produced in a competition experiment. With substituted substrates, the reaction is completely regioselective, producing the product derived from the kinetic Pd-TMM complex.
authors: Department of Chemistry, Goucher College, 1021 Dulaney Valley Road, Baltimore, Maryland 21204, USA. ggreco@goucher.edu
authors: George E
authors: GE
authors: Greco
authors: Brittany L
authors: BL
authors: Gleason
authors: Tiffany A
authors: TA
authors: Lowery
authors: Matthew J
authors: MJ
authors: Kier
authors: Lisa B
authors: LB
authors: Hollander
authors: Shoshanah A
authors: SA
authors: Gibbs
authors: Amanda D
authors: AD
authors: Worthy