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Issue 3, 2013
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Organocatalytic solvent-free hydrogen bonding-mediated asymmetric Michael additions under ball milling conditions

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Abstract

An efficient, solvent-free protocol for asymmetric Michael additions of α-nitrocyclohexanone to nitroalkenes using thiourea derivatives as hydrogen bonding catalysts has been developed. By performing the organocatalytic reactions in a planetary ball mill, high yields (up to 97%) and excellent enantioselectivities (er up to 98 : 2) were achieved in short reaction times with low catalyst loadings.

Graphical abstract: Organocatalytic solvent-free hydrogen bonding-mediated asymmetric Michael additions under ball milling conditions

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Article information


Submitted
28 Nov 2012
Accepted
02 Jan 2013
First published
03 Jan 2013

Green Chem., 2013,15, 612-616
Article type
Communication

Organocatalytic solvent-free hydrogen bonding-mediated asymmetric Michael additions under ball milling conditions

M. Jörres, S. Mersmann, G. Raabe and C. Bolm, Green Chem., 2013, 15, 612
DOI: 10.1039/C2GC36906K

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