A New Non-Cross-Linked Polystyrene Supported 2-Phenylimino-2-oxazolidine Chiral Auxiliary: Synthesis and Application in Asymmetric Alkylation Reactions

The synthesis of novel non‐cross‐linked polystyrene supported 2‐phenylimino‐2‐oxazolidine is described, and its use as a chiral auxiliary in asymmetric alkylation reactions is demonstrated by the synthesis of several chiral amides (>96 % ee). Furthermore, recovery and recycling of the polymer‐supported chiral auxiliary were successfully achieved without appreciable reduction in the yield or stereoselectivity. The synthesis of novel non‐cross‐linked polystyrene supported 2‐phenylimino‐2‐oxazolidine is described, and its use as a chiral auxiliary in asymmetric alkylation reactions is demonstrated by the synthesisof several chiral amides (>96 % ee). Recovery and recycling of the polymer‐supported chiral auxiliary were successfully achieved without appreciable reduction in the yield or stereoselectivity.