Pd(II)-mediated intramolecular acetal formation applied to a substrate prepared from D-glucose: A formal synthesis of enantiomeric paniculide B

Article abstract of DOI:10.1016/S0040-4020(01)89728-3

The enantiomerically pure and densely functionalized cyclohexenol 3, readily prepared from D-glucose, was subjected to the Pd(II)-mediated intramolecular acetal formation. Further functional groups adjustment of the resulting acetal 4 effected an access to the key synthetic intermediate 2 of paniculide B, a bisabolene-like sesquiterpene. The present work constitutes an enantiospecific formal synthesis of this natural product.