title: β-Functionalization of carboxylic anhydrides with β-alkyl substituents through carbene organocatalysis.
abstract: The first NHC-catalyzed functionalization of carboxylic anhydrides is described. In this reaction, the β carbon behaves as a nucleophilic carbon and undergoes asymmetric reactions with electrophiles. Anhydrides with challenging β-alkyl substituents work effectively.
authors.affiliation: Division of Chemistry & Biological Chemistry, School of Physical & Mathematical Sciences, Nanyang Technological University, Singapore 637371 (Singapore).
authors.forename: Zhichao
authors.initials: Z
authors.lastname: Jin
authors.forename: Shaojin
authors.initials: S
authors.lastname: Chen
authors.forename: Yuhuang
authors.initials: Y
authors.lastname: Wang
authors.forename: Pengcheng
authors.initials: P
authors.lastname: Zheng
authors.forename: Song
authors.initials: S
authors.lastname: Yang
authors.forename: Yonggui Robin
authors.initials: YR
authors.lastname: Chi
mesh_terms: D000812:Anhydrides / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D006571:Heterocyclic Compounds / Q000737:chemistry*; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry
chemical_list: D000812:Anhydrides; D002264:Carboxylic Acids; D006571:Heterocyclic Compounds; C030011:carbene; D008697:Methane
keywords: N-heterocyclic carbenes; anhydrides; asymmetric synthesis; organocatalysis; β-functionalization