14224-51-2Relevant academic research and scientific papers
Tetrahydro-1,3-oxazepines via Intramolecular Amination of Cyclopropylmethyl Cation
Skvorcova, Marija,Grigorjeva, Liene,Jirgensons, Aigars
supporting information, p. 2902 - 2904 (2015/06/30)
An efficient synthesis of tetrahydro-1,3-oxazepines was developed involving the regioselective intramolecular amination of cyclopropylmethyl cation. The cation was generated by the abstraction of one imidate group in bis-imidate bearing a carbocation-stabilizing substituent. Using 1,1,2,3-tetrasubstituted cyclopropane substrates, highly diastereoselective intramolecular amination to trans-tetrahydro-1,3-oxazepines was achieved. The resulting tetrahydro-1,3-oxazepines were transformed to the homoallylamine derivatives in high yields.
