%A Everett Ben Hay
%T SIGMATROPIC REARRANGEMENTS OF DIVINYLCYCLOPROPANES AND CYCLIZATIONS INVOLVING ?-ELIMINATION OF SULFONYL RADICALS
%X The first chapter of this dissertation describes the synthesis and reactions of a family of 1,1-divinylcyclopropanes, including the discovery and studies of several sigmatropic rearrangement cascades. Also discussed is the radical [3+2] cyclization of 1,1-divinylcyclopropanes with the potential for memory of chirality.
The second chapter deals with the elimination of sulfonyl radicals during radical cyclizations of ene-sulfonamides. A family of polycyclic imines and a family of oxindole products were synthesized from polycyclic ene-sulfonamide precursors.
%D 2014
%K Cyclopropane, Sigmatropic Rearrangement, Radical Cyclization, Sulfonyl Radical
%I University of Pittsburgh
%L pittir22382