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Issue 16, 2012
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The aza-Morita–Baylis–Hillman reaction of electronically and sterically deactivated substrates

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Abstract

The aza-Morita–Baylis–Hillman (azaMBH) reaction has been studied for electronically and sterically deactivated Michael acceptors. It is found that electronically deactivated systems can be converted with electron-rich phosphanes and pyridines as catalysts equally well. For sterically deactivated systems clearly better catalytic turnover can be achieved with pyridine catalysts. This is in accordance with the calculated affinities of the catalysts towards different Michael-acceptors.

Graphical abstract: The aza-Morita–Baylis–Hillman reaction of electronically and sterically deactivated substrates

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Publication details

The article was received on 08 Dec 2011, accepted on 13 Feb 2012 and first published on 15 Feb 2012


Article type: Paper
DOI: 10.1039/C2OB07058H
Org. Biomol. Chem., 2012,10, 3210-3218

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    The aza-Morita–Baylis–Hillman reaction of electronically and sterically deactivated substrates

    C. Lindner, R. Tandon, Y. Liu, B. Maryasin and H. Zipse, Org. Biomol. Chem., 2012, 10, 3210
    DOI: 10.1039/C2OB07058H

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