title: Formal synthesis of the bisbenzylisoquinoline alkaloid berbamunine by asymmetric substitution of chiral organolithium compounds.
abstract: Asymmetric alkylation of enantiomeric tetrahydroisoquinolyl oxazolines was achieved with 96-97% diastereoselectivity. Removal of the oxazoline chiral auxiliary and further transformations provide a straightforward synthesis of the two synthetic intermediates that were previously synthesized by resolution, and which comprise a formal synthesis of berbamunine by Ullman coupling.
authors: Department of Chemistry and Biochemistry, University of Arkansas, Fayetteville, AR 72701, U.S.A.
authors: Robert E
authors: RE
authors: Gawley
authors: Gregory A
authors: GA
authors: Smith