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Pauson-Khand cycloaddition via boron and silicon tethered 1,7-enynes
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Pauson-Khand cycloaddition via boron and silicon tethered 1,7-enynes

Daniel Michael Lange
Master of Science (M.S.), Drexel University
Sep 2017
DOI:
https://doi.org/10.17918/etd-7729
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Abstract

Chemistry, Organic Boron Chemistry Pauson-Khand reaction Silicon
This thesis highlights the studies of silicon and boron tether synthesis of bicyclic cyclopentenones via the Pauson-Khand Reaction. The first chapter summarizes the discovery, key advancements, and mechanism of the Pauson-Khand reaction. The Pauson-Khand reaction has been utilized in total synthesis of natural products. The second chapter illustrates the Pauson-Khand reaction utilizing silicon as a tethering agent. Silicon employed as a tethering agent can lead the Pauson- Khand bicyclic cyclopentenone to a variety of synthetic applications, primarily focusing on natural product syntheses. The key developments described involves the use of catalytic cobalt to promote the Pauson-Khand reaction. The final chapter utilizes a boron tethering agent in the Pauson-Khand reaction, which has yet to be reported in literature. Boron has been utilized as a tethering agent in different reactions and shows its versatility in applications towards natural product syntheses.

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