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A highly stereoselective formal total synthesis of brevisamide is described that proceeds through a convergent pathway and utilizes our own tandem isomerization/C–O and C–C bond formation reaction as the key step to construct the trans‐2,6‐disubstituted dihydropyran ring system. Other significant reactions in this synthesis include an iodolactonization, a Crimmins‐modified “non‐Evans” syn aldol reaction, and a Horner–Wadsworth–Emmons olefination.

A concise and convergent stereoselective synthesis of Curvulone B is described. The synthesis utilized the tandem isomerization followed by C-O and C-C bond forming reaction following Mukaiyama-type aldol conditions for the construction of trans-2,6-disubstituted dihydropyran ring system as the key step. Other important features of this synthesis are cross-metathesis, epimerization and Friedel-Crafts acylation reaction.