University of Illinois at Chicago
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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 Yarbrough
Synthetic 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 T

Chair

Mohr, Justin T

Department

Chemistry

Degree Grantor

University of Illinois at Chicago

Degree Level

  • Doctoral

Degree name

PhD, Doctor of Philosophy

Committee Member

Wardrop, Duncan J Driver, Tom G Stieff, Mike Johnson, Jeffrey B

Submitted date

August 2022

Thesis type

application/pdf

Language

  • en

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