Abstract

IDAHOSA, Kenudl C. et al. Elucidation of the complex Baylis-Hillman reaction of 3-methoxy-2-nitrobenzaldehyde with methyl vinyl ketone. S.Afr.j.chem. (Online) [online]. 2011, vol.64, pp.144-150. ISSN 1996-840X.

DABCO-catalyzed reaction of 3-methoxy-2-nitrobenzaldehyde with methyl vinyl ketone (MVK) affords a mixture of products, comprising the 'normal' Baylis-Hillman adduct, the MVK dimer and a pair of diastereomeric bis-(MVK)Baylis-Hillman adducts. ¹H NMR spectroscopy-based kinetic studies have provided clear insights into the competing pathways and product distribution in this complex reaction.

Keywords : Baylis-Hillman reaction; mechanism; kinetics; ¹H NMR spectroscopic analysis; bis-(MVK)Baylis-Hillman products.

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