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I. Synthesis of Pyrrolodiketopiperazines from an Intact Diketopiperazine Ring II. A Non-oxidative Method for Synthesizing 1,2-diketones from Aldehyde and Organometallic Building Blocks

Pudner, Gwyneth
Abstract
The first study investigates a two-step sequence for synthesizing pyrrolodiketopiperazines beginning with an intact diketopiperazine ring and attaching a protected b-ketoaldehyde or alkynyl aldehyde in a mild aldol condensation, followed by pyrrole annulation using CSA or cationic gold complexes. The second study investigates a non-oxidative sequence for synthesizing 1,2-diketones beginning with a phosphonate ester linchpin molecule and extending outward using enolate-based bond constructions and nucleophilic addition of organometallic reagents. This method was successful in creating a diverse set of non-symmetric 1,2-diketones containing both alkyl and aryl side chains.
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2022-05-01
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Undergraduate Honors Theses
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Advisor
Scheerer, Jonathan
Abelt, Chris
Bravo, Adrian
Department
Chemistry
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https://scholarworks.wm.edu/handle/internal/11240
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