Presentation Title

Synthesizing Furanolactone Motifs via Photoredox/Lewis Acid-Catalyzed Ketyl Radical Cyclizations

Faculty Mentor

Jeffrey Cannon

Start Date

18-11-2017 2:15 PM

End Date

18-11-2017 3:15 PM

Location

BSC-Ursa Minor 3

Session

Poster 3

Type of Presentation

Poster

Subject Area

physical_mathematical_sciences

Abstract

The purpose of this project is to develop a synthetic methodology for forming the ring-fusion carbon-carbon bond in a furanolactone motif. The furanolactone structure is a congested, bicyclic moiety present in many natural products. Our methodology constructs this motif from a single acyclic/achiral starting material via a photoredox/Lewis acid-catalyzed ketyl radical cyclization reaction. By providing rapid and efficient access to this motif, this methodology could facilitate the total synthesis of furanolactone-containing natural products, while also presenting a method for synthesizing other moieties with similar structure.

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Nov 18th, 2:15 PM Nov 18th, 3:15 PM

Synthesizing Furanolactone Motifs via Photoredox/Lewis Acid-Catalyzed Ketyl Radical Cyclizations

BSC-Ursa Minor 3

The purpose of this project is to develop a synthetic methodology for forming the ring-fusion carbon-carbon bond in a furanolactone motif. The furanolactone structure is a congested, bicyclic moiety present in many natural products. Our methodology constructs this motif from a single acyclic/achiral starting material via a photoredox/Lewis acid-catalyzed ketyl radical cyclization reaction. By providing rapid and efficient access to this motif, this methodology could facilitate the total synthesis of furanolactone-containing natural products, while also presenting a method for synthesizing other moieties with similar structure.