227009-22-5Relevant academic research and scientific papers
Mechanistic studies on PET-oxidative cyclization of unsaturated silyl enol ethers: Dependence of the regioselectivity on alcohol addition and pressure effects
Ackermann, Lutz,Heidbreder, Andreas,Wurche, Frank,Klaerner, Frank-Gerrit,Mattay, Jochen
, p. 863 - 869 (2007/10/03)
Unsaturated silyl enol ethers are irradiated in the presence of electron transfer sensitizers. The efficiency of the cyclization reaction using different sensitizers is investigated. The endo/exo regiochemistry of the ring closure reaction can either be controlled by variation of the silyl group or by addition of alcohol. Furthermore, a dependence of the regiochemistry on pressure is revealed and it seems that it can be related to acetonitrile acting as a nucleophile at 1500 bar. As key intermediates radical cations and radicals are involved.
