Silylated cyclohexadienes as new radical chain reducing reagents: preparative and mechanistic aspects

A Studer, S Amrein, F Schleth, T Schulte…

Index: Studer, Armido; Amrein, Stephan; Schleth, Florian; Schulte, Tobias; Walton, John C. Journal of the American Chemical Society, 2003 , vol. 125, # 19 p. 5726 - 5733

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Citation Number: 64

Abstract

Various silylated 1, 4-cyclohexadienes are presented as superior tin hydride substitutes for the conduction of various radical chain reductions. Debrominations, deiodinations, and deselenations can be performed using these environmentally benign reagents. Furthermore, Barton-McCombie-type deoxygenations using silylated cyclohexadienes are described. Radical cyclizations, ring expansions, and Giese-type addition reactions with the new tin ...