Abstract
| - Acylphosphonates are potent acyl anion precursors thatgenerate acyl anion equivalents under the promotion ofcyanide anion via phosphonate−phosphate rearrangement.These anions readily react with aldehydes to provide cross-benzoin products. In this way it is possible to synthesize avariety 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−ketonecoupling product in high yield.
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