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Stereoselective Bromocyclization of Allylated Aldoxime Ethers
Author(s) -
Egart Boris,
Czekelius Constantin
Publication year - 2014
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201402234
Subject(s) - chemistry , oxazines , intramolecular force , stereoselectivity , stereochemistry , medicinal chemistry , organic chemistry , catalysis
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‐4 H ‐1,3‐oxazines. Aliphatic aldoxime ethers with α‐protons undergo multiple brominations before rearrangement.