title: Synthesis of enantiopure bicyclic alpha,alpha-disubstituted spirolactams via asymmetric Birch reductive alkylation.
abstract: The synthesis of enantiopure bicyclic alpha,alpha-disubstituted spirolactams is described using a diastereoselective Birch reductive alkylation as the key step. Hydrogenation of the resultant alkylated cyclohexadienes followed by intramolecular cyclization provides access to enantiopure 8-azaspiro[5.6]dodecan-7-ones.
authors.affiliation: Department of Chemistry, University of Auckland, Private Bag 92019, Auckland, New Zealand.
authors.forename: Stéphanie M
authors.initials: SM
authors.lastname: Guéret
authors.forename: Patrick D
authors.initials: PD
authors.lastname: O'Connor
authors.forename: Margaret A
authors.initials: MA
authors.lastname: Brimble