title: Diastereoselective carboxyl migrations of 3-arylbenzofuranones.
abstract: Mixed benzofuranyl carbonates derived from chiral chloroformates rearranged in the presence of nucleophilic catalysts to give C-carboxylated benzofurans with variable dr. The use of chiral nucleophilic catalysts gave modest improvement in dr, but better results were obtained by optimizing auxiliary and catalyst. Thus, 8k was obtained with 9:1 dr.
authors.affiliation: Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109, USA. gorka.peris@yale.edu
authors.forename: Gorka
authors.initials: G
authors.lastname: Peris
authors.forename: Edwin
authors.initials: E
authors.lastname: Vedejs
mesh_terms: D001572:Benzofurans / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D001572:Benzofurans; D002264:Carboxylic Acids