1. Synthesis of Enantioenriched
- Author
-
Zachary P, Sercel, Alexander W, Sun, and Brian M, Stoltz
- Subjects
Alkylation ,Molecular Structure ,Stereoisomerism ,Imidazolidines ,Catalysis ,Palladium ,Article - Abstract
A variety of enantioenriched gem-disubstituted 4-imidazolidinones were prepared in up to >99% yield and 95% ee by the Pd-catalyzed decarboxylative asymmetric allylic alkylation of imidazolidinone-derived β-amidoesters. In the process of preparing these substrates, a rapid synthetic route to 4-imidazolidinone derivatives was developed, beginning from 2-thiohydantoin. The orthogonality of the benzoyl imide and tert-butyl carbamate groups used to protect these nitrogen-rich products was demonstrated, enabling potential applications in drug design.
- Published
- 2021