title: Catalytic asymmetric acyl halide-aldehyde cyclocondensation reactions of substituted ketenes.
abstract: Catalytic asymmetric acyl halide-aldehyde cyclocondensation (AAC) reactions of alkyl-substituted ketenes with structurally diverse aldehydes provide cis-disubstituted beta-lactones with high enantioselectivity. The AAC reactions utilize a novel Al(III)-triamine catalyst in which the metal's dynamic coordination geometry leads to a highly selective catalyst complex. These AAC reactions represent a functional solution to highly enantioselective substituted ester enolate aldol additions.
authors.affiliation: Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA. sgnelson@pitt.edu
authors.forename: Scott G
authors.initials: SG
authors.lastname: Nelson
authors.forename: Cheng
authors.initials: C
authors.lastname: Zhu
authors.forename: Xiaoqiang
authors.initials: X
authors.lastname: Shen
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D006842:Hydrocarbons, Brominated / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis*; D008958:Models, Molecular
chemical_list: D000447:Aldehydes; D006842:Hydrocarbons, Brominated; D007659:Ketones; D007783:Lactones