Mild Electrocyclization of Heptatrienyl Anions

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dc.contributor.advisorOrellana, Arturo
dc.contributor.authorGuo, You Xuan Bill
dc.date.accessioned2023-12-08T14:40:26Z
dc.date.available2023-12-08T14:40:26Z
dc.date.issued2023-12-08
dc.date.updated2023-12-08T14:40:25Z
dc.degree.disciplineChemistry
dc.degree.levelMaster's
dc.degree.nameMSc - Master of Science
dc.description.abstractCarbocycles are prevalent in natural products and drug-like molecules. Despite their importance in medicinal chemistry, functionalized cycloheptanes remain a challenging scaffold to access. We have taken a keen interest in developing a strategy for cycloheptane formation through electrocyclization of heptatrienyl anions. Historically, this strategy has faced many challenges, including the use of strong bases to form the heptatrienyl anion, the lack of product selectivity, and low yields. We aim to overcome these deficiencies by the strategic use of electron withdrawing groups to activate both the heptatriene towards deprotonation and stabilize the resultant heptadienyl anion. In this report we detail the mild catalytic electrocyclization of functionalized heptatrienyl anions.
dc.identifier.urihttps://hdl.handle.net/10315/41724
dc.languageen
dc.rightsAuthor owns copyright, except where explicitly noted. Please contact the author directly with licensing requests.
dc.subjectOrganic chemistry
dc.subject.keywordsElectrocyclization
dc.subject.keywordsPericyclic reaction
dc.subject.keywordsHeptatrienyl anion
dc.subject.keywordsSeven membered ring
dc.subject.keywordsOrganic chemistry
dc.subject.keywordsRing formation
dc.subject.keywordsWoodward-Hoffmann rules
dc.titleMild Electrocyclization of Heptatrienyl Anions
dc.typeElectronic Thesis or Dissertation

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