A Double Iodoetherification of σ‐Symmetric Diene Acetals for Installing Four Stereogenic Centers in a Single Operation: Short Asymmetric Total Synthesis of Rubrenolide

Tetrahydrofuran units with multiple chiral centers are formed in a highly diastereoselective manner through the one-pot double intramolecular haloetherification of σ-symmetric diene acetals (see scheme). The utility of the method was demonstrated by the short asymmetric synthesis of (+)-rubrenolide.