Aza-Oxyallyl Cation Driven 3‑Amido Oxetane Rearrangement to 2‑Oxazolines: Access to Oxazoline Amide Ethers

Herein, we report a highly facile
and unprecedented activation
of 3-amido oxetanes to synthesize 2-oxazoline amide ethers using a
transient electrophilic aza-oxyallyl cation as an activating as well
as an alkylating agent under mild reaction conditions. The aza-oxyallyl
cation driven intramolecular rearrangement of 3-amido oxetanes to
2-oxazolines is the hallmark of this transformation and is a new addition
to the reactivity profile of aza-oxyallyl cations.