Date of Graduation
Eberly College of Arts and Sciences
Kung K. Wang.
The generation of benzannulated enyne-allenes in situ via a prototropic isomerization promotes a cascade radical cyclization to the formation of 1,1 '-binaphthyl derivatives. The simplicity of the synthetic method and the mildness of the reaction conditions make this cascade cyclization process an intriguing alternative route to the generation of 1,1' -binaphthyl derivatives. The transformation from a precursor benzannulated enyne-allene to a novel binaphthyl system proceeds through a C2-C 6 cyclization reaction followed by a radical-radical coupling reaction and tautomerization to provide the formal Diels-Alder adduct.
Bailey, Joshua F., "Synthesis of 1,1'-binaphthyl derivatives via benzannulated enyne-allenes" (2004). Graduate Theses, Dissertations, and Problem Reports. 2003.