Date Thesis Awarded

5-2022

Access Type

Honors Thesis -- Access Restricted On-Campus Only

Degree Name

Bachelors of Science (BS)

Department

Chemistry

Advisor

Jonathan Scheerer

Committee Members

Chris Abelt

Adrian Bravo

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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