Total synthesis of (-)-verrucarol, a component of naturally occurring verrucarin A

Article abstract of DOI:10.1016/S0040-4039(97)10209-X

Total synthesis of (-)-verrucarol (1) was achieved starting from D- glucose-derived bicyclic lactone 4 through 1) a stereoselective asymmetric quaternization of the α-carbon of the lactone, 2) Diechmann cyclization for access to the C-ring equivalent, 3) a skeletal rearrangement for the trichothecene ring system, and 4) the final stereoselective epoxidation of an exo-methylene group.