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Gamma-carbon–carbon Bond Formation Towards Synthesis of Natural Products
thesis
posted on 2022-08-01, 00:00 authored by Douglas C YarbroughSynthetic attempts towards natural product synthesis indicate a deficiency in the synthetic means to achieve gamma-carbon–carbon bond formation. The gamma-carbon–carbon bond exists in numerous natural products and pharmaceutical targets. To address these limitations, new synthetic transformations are developed.
To address the challenge of accessing gamma-alkyl and gamma-alkenyl groups, an iron-catalyzed, structurally divergent gamma-alkylation reaction between alpha,alpha.alpha-trihaloalkyl substrates and silyl dienol ethers is discovered.
To address the challenge of accessing gamma-arylation, a nickel-catalyzed reaction between aryl boronic acids and silyl dienol ethers.
History
Advisor
Mohr, Justin TChair
Mohr, Justin TDepartment
ChemistryDegree Grantor
University of Illinois at ChicagoDegree Level
- Doctoral
Degree name
PhD, Doctor of PhilosophyCommittee Member
Wardrop, Duncan J Driver, Tom G Stieff, Mike Johnson, Jeffrey BSubmitted date
August 2022Thesis type
application/pdfLanguage
- en