Semester
Summer
Date of Graduation
2004
Document Type
Thesis
Degree Type
MS
College
Eberly College of Arts and Sciences
Department
Chemistry
Committee Chair
Kung K. Wang.
Abstract
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.
Recommended Citation
Bailey, Joshua F., "Synthesis of 1,1'-binaphthyl derivatives via benzannulated enyne-allenes" (2004). Graduate Theses, Dissertations, and Problem Reports. 2003.
https://researchrepository.wvu.edu/etd/2003