ABSTRACT

The allylation of carbonyl compounds, as well as the coupling of α-haloesters with carbonyl compounds are two basic C-C bond forming reactions leading to highly functionalized products. Despite their widespread use in organic synthesis there remain some limitations in the usual methods: they require bromides as starting reagents, and the activation of a reducing metallic co-reagent, most often zinc; they also are quite dependent on the medium and the experimental conditions, and demand great care to be run safely. However an excess of the carbonyl compound was also required to obtain satisfactory yields. Aromatic as well as aliphatic aldehydes or Ketones gave good yields of the corresponding homoallylic alcohols. Allylic acetates can be used instead of the chloride to give the coupling product with similar efficiency. Allylic transposition was also observed with appropriate reagents.