Elucidation of the Complex Baylis-Hillman Reaction of 3-Methoxy-2-nitrobenzaldehyde with Methyl Vinyl Ketone

Idahosa, K.C. and Molefe, D.M. and Pakade, V.E. and Brown, M.E. (2011) Elucidation of the Complex Baylis-Hillman Reaction of 3-Methoxy-2-nitrobenzaldehyde with Methyl Vinyl Ketone. South African Journal of Chemistry, 64 . pp. 144-150. ISSN 0379-4350

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Abstract

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

Item Type:Article
Uncontrolled Keywords:Baylis-Hillman reaction, Mechanism, Kinetics, 1H NMR spectroscopic analysis, Bis-(MVK)Baylis-Hillman products
Subjects:Q Science > QD Chemistry
Divisions:Faculty > Faculty of Science > Chemistry
ID Code:3636
Deposited By: Mrs Eileen Shepherd
Deposited On:11 Oct 2012 14:49
Last Modified:11 Oct 2012 14:49
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