title: Catalytic enantioselective decarboxylative protonation.
abstract: We report a highly enantioselective, general catalytic system for the facile synthesis of tertiary stereocenters by protonation adjacent to cyclic ketones. The method relies on catalytic decarboxylative protonation of readily accessible racemic quaternary beta-ketoesters. A range of substituted cycloalkanone compounds can be accessed through this process with high levels of enantioselectivity.
authors.affiliation: Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, USA.
authors.forename: Justin T
authors.initials: JT
authors.lastname: Mohr
authors.forename: Toyoki
authors.initials: T
authors.lastname: Nishimata
authors.forename: Douglas C
authors.initials: DC
authors.lastname: Behenna
authors.forename: Brian M
authors.initials: BM
authors.lastname: Stoltz
mesh_terms: D002384:Catalysis; D003653:Decarboxylation; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry; D011522:Protons; D012997:Solvents / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D007659:Ketones; D011522:Protons; D012997:Solvents; D010165:Palladium