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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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Supplementary files

Article information


Submitted
08 Dec 2011
Accepted
13 Feb 2012
First published
15 Feb 2012

Org. Biomol. Chem., 2012,10, 3210-3218
Article type
Paper

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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