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Investigation of intramolecular [2+2] photocycloadditions : using new cycloaddition/fragmentation strategies toward medium ring-containing natural products

Thesis advisor: Marc L. Snapper / Intramolecular [2+2] photocycloadditions have been studied: (i) Previous studies in our group have demonstrated that there is a regiochemical dependence of intramolecular [2+2] photocycloadditions on the solvent employed. In order to understand the generality of hydrogen bonding effects of photochemical reactions of β-hydroxyl enones, we examined the photochemical outcome of enones with both acyclic and cyclic olefin tethers. (ii) An application of an intramolecular [2+2] photocycloaddition/ fragmentation strategy to form 5-8-5 ring systems has been demonstrated toward the synthesis of the natural product cycloaraneosene. / Thesis (PhD) — Boston College, 2008. / Submitted to: Boston College. Graduate School of Arts and Sciences. / Discipline: Chemistry.

Identiferoai:union.ndltd.org:BOSTON/oai:dlib.bc.edu:bc-ir_101694
Date January 2008
CreatorsNg, Stephanie M.
PublisherBoston College
Source SetsBoston College
LanguageEnglish
Detected LanguageEnglish
TypeText, thesis
Formatelectronic, application/pdf
RightsCopyright is held by the author, with all rights reserved, unless otherwise noted.

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