Herein two metal-free synthesis reactions with sulfoxonium ylides are reported, one being the O-H insertion of benzoic acids into sulfoxonium ylides and the other being cycloproponation of quinolones via a sulfoxonium ylide. An expansive scope of sulfoxonium ylides were used to demonstrate that enantioselective methods of synthesis via hydrogen bond donor catalysis is plausible for both of these unique sulfoxonium ylide reactions. A total of 33 new O-H inserted compounds were synthesized and 8 cycloproponated ones over the completion of these projects.

• This report represents the work of one or more WPI undergraduate students submitted to the faculty as evidence of completion of a degree requirement. WPI routinely publishes these reports on its website without editorial or peer review.

Creator

• Allegrezza, Marissa

Publisher

• Worcester Polytechnic Institute

Identifier

• E-project-030422-153954
• 49526

Keyword

• O-H insertions
• Cycloproponation
• Quinolones
• Sulfoxonium Ylides

Advisor

• Mattson, Anita Elaine

Year

• 2022

Sponsor

• Anita Mattson

Date created

• 2022-03-04

Resource type

• Major Qualifying Project

Major

• Chemistry

Rights statement

• In Copyright