A domino reaction that is pericyclic in nature is thought to be triggered upon treatment of alkenynol 10 with arylsulfenyl chlorides. The process comprises an ordered sequence of sigmatropic rearrangements: a reversible [2, 3]-allyl sulfenate to allyl sulfoxide shift, followed by a [2, 3]-propargyl sulfenate to allenyl sulfoxide rearrangement, and last a stereodifferentiating [1, 5]-sigmatropic hydrogen migration leading to polyene 13. The ...
