Syntheses of carbocyclic uracil polyoxin C analogs: application of Pd(0)/InI-allylation of 4-acetoxy-2-azetidinone.

Carbocyclic uracil polyoxin C analogs are prepared from an acylnitroso-derived hetero Diels−Alder cycloadduct in fewer than nine steps. Pd(0)/InI-mediated allylation of 4-acetoxy-2-azetidinone is used to install the β-amino acid side chain at the C-5′ position of the carbocycle.