We envisaged an alternate route that would incorporate a [3.3]-sigmatropic rearrangement of an allylic azide, known as a Winstein rearrangement, in place of the original Overman rearrangement. In the proposed reaction sequence (Scheme 2A), Ichikawa rearrangement of 11 would first furnish a disubstituted C2-C3 alkene adjacent to a 3° azide in 11a. The non-nucleophilic azide is not expected to react with the C1 isocyanate produced in the Ichikawa. In the same pot, we proposed the azide 11a would next undergo a Winstein [3,3]sigmatropic rearrangement to form the thermodynamically favored trisubstituted C3-C4 alkene of 11b. Finally, quenching with Me2NH would generate the urea and provide a convenient route to analogs. Compared to our previous route employing Ichikawa and Overman rearrangements, a major benefit of this approach is that the Winstein rearrangement will ideally occur at the isocyanate stage, where the 180 degree dihedral angle of this functional group prevents competing SN2' attack across the ring to displace the azide.