One-Pot, Four-Component Synthesis of Polyfunctional Sulfones

Abstract

The reaction of (E,E)-1-benzyloxy-2-methylpenta-1,3-diene with trimethylsilyl enol ethers derived from acetone or acetophenone with sulfur dioxide precomplexed with ytterbium triflate or (CF₃SO₂)₂NH generates sulfinate intermediates that can be quenched by a variety of electrophiles to afford the corresponding polyfunctional sulfones in one-pot operations.

Key words

allylation - electron-rich dienes - enoxysilanes - oxyallylation - palladium - sulfinates - sulfones

References

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14

For examples of multicomponent syntheses, see Ref.13 of preceding report: Bouchez, L.; Vogel, P. Synthesis, preceding paper.