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Sigmatropic rearrangements of divinylcyclopropanes and cyclizations involving beta-elimination of sulfonyl radicals

Posted on:2015-10-16Degree:Ph.DType:Thesis
University:University of PittsburghCandidate:Hay, Everett BenFull Text:PDF
GTID:2471390020452603Subject:Chemistry
Abstract/Summary:
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.
Keywords/Search Tags:Family
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