title: Generation of acyl anion equivalents from acylphosphonates via phosphonate-phosphate rearrangement: a highly practical method for cross-benzoin reaction.
abstract: [reactions: see text] Acylphosphonates are potent acyl anion precursors that generate acyl anion equivalents under the promotion of cyanide anion via phosphonate-phosphate rearrangement. These anions readily react with aldehydes to provide cross-benzoin products. In this way it is possible to synthesize a variety of aromatic-aromatic, aromatic-aliphatic, and aliphatic-aromatic benzoins. Moreover the reaction of benzoylphosphonate with potent electrophile 2,2,2-trifluoroacetophenone provided the corresponding aldehyde-ketone coupling product in high yield.
authors.affiliation: Deparment of Chemistry, Middle East Technical University, 06531 Ankara, Turkey. asdemir@metu.edu.tr
authors.forename: Ayhan S
authors.initials: AS
authors.lastname: Demir
authors.forename: Omer
authors.initials: O
authors.lastname: Reis
authors.forename: A Ciğdem
authors.initials: AC
authors.lastname: Iğdir
authors.forename: Ilker
authors.initials: I
authors.lastname: Esiringü
authors.forename: Serkan
authors.initials: S
authors.lastname: Eymur