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Studies towards synthesis of paraconic acids

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Date Issued:
2011
Abstract/Description:
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.
Title: Studies towards synthesis of paraconic acids.
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Name(s): Soto, Karenia, author
Dragojlovic, Veljko, Thesis advisor
Harriet L. Wilkes Honors College
Florida Atlantic University
Type of Resource: text
Genre: Thesis
Date Created: 2011
Date Issued: 2011
Publisher: Florida Atlantic University Digital Library
Place of Publication: Boca Raton, Fla.
Physical Form: online resource
Extent: 37 p.
Language(s): English
Abstract/Description: 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.
Identifier: FA00003607 (IID)
Degree granted: Thesis (B.A.)--Florida Atlantic University, Harriet L. Wilkes Honors College, 2011.
Collection: Florida Atlantic University Digital Library Collections
Note(s): Includes bibliography.
Persistent Link to This Record: http://purl.flvc.org/fau/fd/FA00003607
Use and Reproduction: Copyright © is held by the author with permission granted to Florida Atlantic University to digitize, archive and distribute this item for non-profit research and educational purposes. Any reuse of this item in excess of fair use or other copyright exemptions requires permission of the copyright holder.
Use and Reproduction: http://rightsstatements.org/vocab/InC/1.0/
Host Institution: FAU

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