182871-00-7Relevant academic research and scientific papers
The bis(homoallylic) stabilisation of an acyliminium ion and reactions with nucleophiles
Heaney, Harry,Taha, Mutasem O.
, p. 3341 - 3344 (2007/10/03)
The bis(alkylation) of N-benzylhomophthalimide by allyl bromide in the presence of aqueous ethanolic sodium hydroxide and regioselective reduction gave the bis(homoallylic) stabilised acyliminium ion precursor and hence the ion that was studied by 13C nmr spectroscopy: the subsequent fate of the ion, in a number of cases leading to the formation of a new five-membered ring, was shown to depend on the Lewis acid used to generate the ion and on the nucleophiles that were present in the reaction medium.
