title: Concise route to 3-arylisoquinoline skeleton by Lewis acid catalyzed C(sp3)-H bond functionalization and its application to formal synthesis of (±)-tetrahydropalmatine.
abstract: An expeditious route to furnish an isoquinoline skeleton via hydride shift mediated C-H bond functionalization was developed. In this process, an unusual [1,5]-H shift without the assistance of the adjacent heteroatom took place to produce tetrahydroisoquinoline derivatives in good to excellent chemical yields. The formal synthesis of (±)-tetrahydropalmatine was achieved by exploiting this new transformation.
authors.affiliation: Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1 Mejiro, Toshima-ku, Tokyo 171-8588, Japan.
authors.forename: Keiji
authors.initials: K
authors.lastname: Mori
authors.forename: Taro
authors.initials: T
authors.lastname: Kawasaki
authors.forename: Takahiko
authors.initials: T
authors.lastname: Akiyama