Nitroketones, rearrangement

The course of the condensation between an acylphosphonate and a 1-nitroalkane car-banion depends on the nature of the acyl group. Base catalysts are commonly employed, but an acylphosphonate derived from an aromatic acid requires an acidic catalyst otherwise the intermediate anion fragments to hydrogenphosphonate and nitroketone (Scheme 20)207 jYiQ reaction between a nitroalkane carbanion and a dialkyl (trichloroacetyl)phos-phonate results in a rearrangement to phosphate with additional dehydrochlorination (Scheme 21) . ... 

---