Formal synthesis of salinosporamide A via NHC-catalyzed intramolecular lactonization.
An N-heterocyclic carbene (NHC) catalyzed intramolecular lactonization to prepare densely functionalized bicyclic γ-lactam-γ-lactone adducts from enals is reported. This method has been applied to the formal synthesis of salinosporamide A, a potent 20S proteasome inhibitor and anti-cancer therapeutic.
Struble
Justin R
JR
Roy and Diana Vagelos Laboratories Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6354, USA Dedicated to Professor Michael Krische in honor of his 2008 Tetrahedron Young Investigator Award.
Bode
Jeffrey W
JW