Author

Date of Award

2011

Document Type

Dissertation/Thesis

Submission Date

October 2026

Thesis/Dissertation Advisor [Chair]

Dragojlovic, Veljko

Abstract

Paraconic acids are naturally occurring compounds synthesized by bacteria and fungi. They are known for having antitumor and antibiotic properties. By use of a phasevanishing (PV) halolactonization with PTFE (Teflon) as a phase screen, we were able to synthesize precursors to these compounds. The PV-PTFE halolactonization of alkenoic acids with iodine monochloride gave the corresponding iodolactones, while halolactonization with bromine gave the corresponding bromolactone. Halolactonization of 4-pentenoic acid with water as a solvent also gave good results. Future experiments will explore the synthesis of further precursors by means of a photolytic carbonylation of iodolactone and a phenylation-ruthenium tetroxide oxidation sequence.

Comments

Includes bibliography.

Extent

37 p.

Identifier

FA00003607

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