Stereoselective Bromocyclization of Allylated Aldoxime Ethers

Abstract

The intramolecular bromoamination of allylated aldoxime ethers leads first to isoxazolidinium salts which then undergo a skeletal rearrangement to form bromo-5,6-dihydro-4H-1,3-oxazines. Aliphatic aldoxime ethers with α-protons undergo multiple brominations before rearrangement.