Diastereospecific Approach to (±)-Samin and 2,6-Diaryl-3,7dioxabicyclo[3.3.0]octane (Furofuran) Lignans Using the Ireland-Claisen Rearrangement of Unsaturated Oxamacrolides.-The key steps in the synthesis of (±)-samin (VII) are Michael addition of monoprotected diol (I) to an α-sulfonyl cinnamate (II), lactonization of the hydroxy acid (IV) using Mukaiyama's reagent and enolate Claisen rearrangement of the unsaturated oxamacrolide (V). -(HULL, H. M.; KNIGHT, D. W.; J. Chem.
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