Regio- and stereoselective functionalization of electron-deficient alkenes by organosilicon compounds via photoinduced electron transfer

Regio- and stereoselective photoallylation of electron-deficient alkenes by use of allylic silanes via photoinduced electron transfer has been described. Similar photoinduced functionalization reactions such as arylmethylation, alkylation, and silylation can be achieved by using a variety of organosilicon compounds. These photoreactions proceed via radical cations of organosilicon compounds and radical anions of electron-deficient alkenes as reac- tive intermediates. The key step of the photoreactions is the attack of carbon radicals, which are generated from the radical cations of organosilicon compounds, on the radical anions of alkenes. The mechanism of the regio- and stereoselective photofunctionalization is discussed.