Date of Award

1-1-2015

Language

English

Document Type

Master's Thesis

Degree Name

Master of Science (MS)

College/School/Department

Department of Chemistry

Content Description

1 online resource (vii, 81 pages) : color illustrations.

Dissertation/Thesis Chair

John T Welch

Committee Members

Maksim Royzen

Keywords

Sulfonic acids, Sulfur compounds, Fluorine compounds, Peptides

Subject Categories

Chemistry

Abstract

The polar and steric effects of pentafluorosulfanyl (SF5) substitution on selectivity and reactivity were investigated in the ketene imine [2+2] cycloaddition reaction. The kinetic resolution of racemic aldimines rely on the stereocontrol of cyclization by dipolar substituent effects. Functionalized SF5-bearing β-lactams are used in the preparation of conformationally constrained SF5-containing β-amino acids and peptides, in the study of novel antibacterial agents and in the design of new β-lactamase inhibitors.

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