| The development of a highly diastereoselective Prins and Friedel-Crafts cyclization and investigation of substituted tetrahydropyran rings via olefin migration-Prins cyclization has been described. A Prins and Friedel-Crafts cyclization utilizes a cheap and alternative catalyst, FeCl 3, that can be used in low catalyst loading, synthesizing polycyclic rings in high yield, excellent diastereoselectivity and enantioselectivity has been described. Furthermore, a ring opening of these polycyclic rings allows access to highly functionalized tetralin derivatives. Utilizing a previously developed methodology, a Cu(OTf)2-bisphosphine ligand catalyzed olefin migration- Prins cyclization, various tetrahydropyran rings were investigated in terms of their overall diastereoselectivity and yield. |
