Synthesis of 1,2-Difunctionalized 1,3-Butadienes through a Sequence of Sigmatropic Rearrangements

Just by the introduction of isomerizable groups and successive 3,3] or 2,3] rearrangements, the diols 1 can be transformed into the new synthetic building blocks 2 . The conversion often proceeds with high stereoselectivity or even stereospecificity, and in some cases in a one-pot reaction. X, Y=NHCOCCl₃, N₃, P(O)Ph₂, 4-SO₂C₆H₄Me, S(O)Ar, SCOR.