Diisobutylaluminum phenyl selenide

Diisobutylaluminum phenyl selenide, 117 Triphenyltin hydride, 335 Hydroxy sulfur compounds Diisobutylaluminum hydride, 115 Methylthiomethyllithium, 192 Thiophenol, 53, 312... 

Other methods for the preparation of selenium-containing molecules for radical reactions have been used as well. In Scheme 8 the radical cyclization of compound 44 to the tetrahydrofuran derivative 45 is shown as a crucial step in natural product syntheses. Mixed acetal can also be used for the generation of radicals. 1-Alkoxy and 1-aminoalkyl radicals can be generated from 0,Se- and N,Se-acetals in a direct way. The corresponding 0,Hal- or N,Hal-mixed acetals are instable and this approach is rarely used. But the selenium-containing mixed acetals can be isolated and purified and are excellent radical precursors.241 For example, acetals such as 139 can be converted into the mixed 0,Se-aeetals by reaction with diisobutylaluminum phenyl selenide. The mixed acetal 140 is then used under radical reaction conditions for the efficient formation of new carbon-carbon bonds (Scheme 36).242... 

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