title: Remote C-H activation of phenyl-substituted alkenes by BH(3).THF: mechanism and applications.
abstract: [reaction: see text] The hydroboration of tetrasubstituted alkenes and, in particular, bicyclic alkenes with BH(3).THF at 50 degrees C provides, via a highly stereoselective 1,2-rearrangement and a remote C-H activation, a diol in which the relative stereochemistry of three centers has been controlled. A mechanistic study provides general rules for remote C-H activation and leads to new synthetic applications.
authors.affiliation: Department Chemie, Ludwig-Maximilians-Universität, Butenandtstrasse 5-13 (Haus F), 81377 München, Germany.
authors.forename: J A
authors.initials: JA
authors.lastname: Varela
authors.forename: D
authors.initials: D
authors.lastname: Peña
authors.forename: B
authors.initials: B
authors.lastname: Goldfuss
authors.forename: K
authors.initials: K
authors.lastname: Polborn
authors.forename: P
authors.initials: P
authors.lastname: Knochel