title: Carbocyclic Amino Ketones by Bredt's Rule-Arrested Kulinkovich-de Meijere Reaction.
abstract: The Ti(II) -mediated formation of cyclopropylamines from alkenes and amides, the Kulinkovich-de Meijere reaction, involves two carbon-carbon bond-forming steps. Strategic use of a tricyclic intermediate can arrest the process if the second step requires formation of a bridgehead double bond. Use of this Bredt's rule constraint results in the production of carbocyclic amino ketones, key alkaloid building blocks.
authors: Department of Chemistry, Temple University, 1901 N. 13th St., Philadelphia, PA, 19122, USA.
authors: Paul B
authors: PB
authors: Finn
authors: Department of Chemistry, Temple University, 1901 N. 13th St., Philadelphia, PA, 19122, USA.
authors: Brenden P
authors: BP
authors: Derstine
authors: Department of Chemistry, Temple University, 1901 N. 13th St., Philadelphia, PA, 19122, USA. scott.sieburth@temple.edu.
authors: Scott McN
authors: SM
authors: Sieburth
keywords: Bredt's rule; Kulinkovich reaction; Mannich reaction; amino ketones; titanium