Cyclic enones as substrates in the Morita-Baylis-Hillman reaction: surfactant interactions, scope and scalability with an emphasis on formaldehyde

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Schwartz, Brett
Porzelle, Achim
Jack, Kevin S
Faber, Jonathan M
Gentle, Ian Ross
Williams, Craig

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Wiley-VCH Verlag GMBH

Abstract

Traditionally, cyclic enones and formalin are reactants notorious for displaying problematic behaviour (i.e., poor solubility and low yields) under Morita-Baylis-Hillman (MBH) reaction conditions. The body of research presented herein focuses on the use of surfactants in water as a solvent medium that offers a resolution to many of the issues associated with the MBH reaction. Reaction scope, scalability and small angle X-ray scattering have been studied to assist with the understanding of the reaction mechanism and industrial application. A comparison against known literature methods for reaction scale-up is also discussed.

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Advanced Synthesis & Catalysis

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2037-12-31