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

Brett D. Schwartz, Achim Porzelle, Kevin S. Jack, Jonathan M. Faber, Ian R. Gentle, Craig M. Williams

Research output: Contribution to journalArticlepeer-review

20 Citations (Scopus)

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.

Original languageEnglish
Pages (from-to)1148-1154
Number of pages7
JournalAdvanced Synthesis and Catalysis
Volume351
Issue number7-8
DOIs
Publication statusPublished - May 2009
Externally publishedYes

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