In recent years hydrogen-bonding catalysts have become an important and useful mean to controlling the stereoselectivity, regioselectivity and rate of many organic reactions. The ability of organocatalysts to control the outcome of reactions using hydrogen bonds to bind substrates in a specific orientation and stabilize a specific transition state also shows great promise as catalysts in synthetic settings such as drug research and development. In this research, organic hydrogen-bonding catalysts were synthesized and used to promote regioselective ring openings of cyclic esters. A number of the synthesized hydrogen-bonding catalysts have shown to be effective at catalyzing cyclic ester ring openings, affecting both product ratios and rate of reaction.

Regioselective lactone ring-openings using hydrogen-bonding organocatalysts

245th National Meeting (2013)

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