Synthesis of enantiopure bicyclic alpha,alpha-disubstituted spirolactams via asymmetric Birch reductive alkylation.
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.
Guéret
Stéphanie M
SM
Department of Chemistry, University of Auckland, Private Bag 92019, Auckland, New Zealand.
O'Connor
Patrick D
PD
Brimble
Margaret A
MA