Synthetic Methods for the Preparation of 1,3-S,O-Esters, α-Phosphonovinyl Triflates, and α-Alkynylphosphonates

<p>A broad and systematic study was conducted on synthetic methods to efficiently synthesize 1,3-<em>S</em>,<em>O</em>-esters, α-phosphonovinyl triflates, and α-alkynylphosphonates under mild reaction conditions. The master’s thesis is composed of two projects; the first project is titled “Synthesis of 1,3-<em>S</em>,<em>O</em>-Esters” and the second project is titled “Synthesis of α-Phosphonovinyl Triflates and α-Alkynylphosphonates.” The first project outlines a synthetic route to conveniently prepare novel α-functionalized 1,3-<em>S</em>,<em>O</em>-esters via an acid-promoted hydrolysis of α-functionalized α-oxoketene dimethylthioacetals. The second project, unrelated to the first project, primarily focuses on extensive synthetic methodology developed to prepare novel β-functionalized α-phosphonovinyl triflates and display their synthetic application by performing a base-promoted β-elimination to produce β-functionalized α-alkynylphosphonates.</p>

Name thesis:degree_name

Master of Science in Chemical Sciences (MSCB)

Level thesis:degree_level

Thesis

Discipline thesis:degree_discipline

Chemistry

Year dc:date.available

2016

Author dc:creator

• Kercher, David P

Contributors dc:contributor

• Dr. Christopher W. Alexander
• Dr. John Haseltine
• Dr. Ellen Moomaw

• 1
• 3-S
• O-esters
• α-oxoketene dimethylthioacetal
• Amberlyst-15
• α-ketophosphonate
• α-alkynylphosphonate
• α-phosphonovinyl triflates
• Chemistry
• Organic Chemistry

Repository record dc:identifier

https://digitalcommons.kennesaw.edu/mscs_etd/11

OAI identifier oai:identifier

oai:digitalcommons.kennesaw.edu:mscs_etd-1010