406674-22-4Relevant academic research and scientific papers
Stereoselective electrophile-induced mono- and bis-cyclisation-fragmentation reactions of alkenyl oxime O-allyl and O-benzyl ethers. Synthesis of dihydropinidine
Ali Dondas,Grigg, Ronald,Markandu, Jasothara,Perrior, Trevor,Suzuki, Tekka,Thibault, Sylvie,Anthony Thomas,Thornton-Pett, Mark
, p. 161 - 173 (2007/10/03)
Phenylseleny bromide-induced cyclisation of γ- and δ-unsaturated aldoxime and ketoxime O-allyl and O-benzyl ethers is followed by a slow fragmentation of the resultant oxyiminium ions furnishing cyclic iminium salts which are readily reduced to pyrrolidines, piperidines or tetrahydroisoquinolines by sodium borohydride; dialkenyl oximes yield indolizidines and quinolizidines by an analogous sequence terminating in a mercury(II)-induced cyclisation.
