Boronate Urea Activation of Strained Rings

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2012-06

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The Ohio State University

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Abstract

Reactions catalyzed by small organic molecules through non-covalent interactions are emerging as powerful tools for the synthesis of valuable target molecules. Specifically, hydrogen bond donors (HBDs) are useful non-covalent catalysts able to interact with a variety of functional groups and operate in a number of transformations. Boronate ureas have been identified as a new class of HBDs with enhanced reactivity due to the strategic placement of an internal Lewis acid. Specifically, in comparison to conventional ureas, boronate ureas benefit from lower catalyst loadings, reduced reaction times and access to unique reactivity patterns. To this end, we have discovered boronate ureas operate as catalysts for the ring-opening of strained ring systems, giving rise to valuable building blocks in good yield.

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chemistry, catalysis, strained rings, boronate urea

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http://hdl.handle.net/1811/51891

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Arts and Sciences Undergraduate Research Theses and Honors Research Theses