A novel
Lewis base-promoted rearrangement of allylic cyanohydrins
has been developed, in which the cyano group was rearranged, directly
coupled with the generation of new functional groups. This protocol
provides a unique and facile way to prepare highly functionalized
nitriles bearing 1,3-diketone moieties under mild reaction conditions.
Furthermore, the synthetic transformations of the functionalized products
have also been demonstrated.