Aminocatalysis of the Baylis-Hillman reaction. An important solvent effect

Davies, Huw J. and Ruda, Antionio M. and Tomkinson, Nicholas C. O. (2007) Aminocatalysis of the Baylis-Hillman reaction. An important solvent effect. Tetrahedron Letters, 48 (8). pp. 1461-1464. ISSN 0040-4039 (https://doi.org/10.1016/j.tetlet.2006.12.072)

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Abstract

Examination of the amino-catalytic Baylis-Hillman reaction in the presence of proline and imidazole has revealed that water plays a crucial role in the acceleration of the reaction, allowing for excellent yields of the adduct between Me vinyl ketone and a variety of aldehydes.