Towards Simplifying the Chemistry of N-Acyliminium Ions: A One-Pot Protocol for the Preparation of 5-Acetoxy Pyrrolidin-2-ones and 2-Acetoxy N-Alkoxycarbonyl Pyrrolidines from Imides

Abstract

A new one-step protocol for the synthesis of acetoxy lactams starting from imides has been developed. This method involves regiospecific reduction of the imide with LiEt₃BH, then capture of the transient lithium alkoxide by acetic anhydride.

N-acyliminium ion precursors - imide reduction - LiEt₃BH - one-pot process

References

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