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Issue 3, 2006
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Michael reactions carried out using a bench-top flow system

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Abstract

The Michael reaction between methyl 1-oxoindan-2-carboxylate and methyl vinyl ketone was achieved successfully by pumping solutions of the reactants in toluene through a fluid bed of Amberlyst A21 at 50 °C. The use of a fluid bed reactor is attractive as it allows gel-type beads, i.e. the type of bead used in most studies of polymer-supported (PS) organic reactions, to be used satisfactorily in a flow system. When polymer-supported cinchonidine was used in place of Amberlyst A21, the Michael product was obtained in high yield with an enantiomeric excess (ee) of 51%. This % ee is comparable to that achieved when the reaction was catalysed by cinchonidine itself.

Graphical abstract: Michael reactions carried out using a bench-top flow system

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Publication details

The article was received on 26 Oct 2005, accepted on 23 Nov 2005 and first published on 15 Dec 2005


Article type: Paper
DOI: 10.1039/B515241K
Citation: Org. Biomol. Chem., 2006,4, 493-497
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    Michael reactions carried out using a bench-top flow system

    F. Bonfils, I. Cazaux, P. Hodge and C. Caze, Org. Biomol. Chem., 2006, 4, 493
    DOI: 10.1039/B515241K

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