Asymmetric Michael-additions catalyzed by environmentally benign heterogeneous chiral 1,2-diamine derivatives

Kozma Viktória and Szőllősi György: Asymmetric Michael-additions catalyzed by environmentally benign heterogeneous chiral 1,2-diamine derivatives.

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Abstract

Asymmetric Michael additions of isobutyraldehyde to maleimides catalyzed by optically pure diamines and their sulfonamides were investigated to develop heterogeneous chiral catalysts for these reactions. Chiral solid materials were prepared by covalent bonding of the diamines on different functionalized organic and inorganic supports. The heterogeneous catalyst prepared by bonding optically pure 1,2-diphenylethane-1,2-diamine to polystyrene support was highly enantioselective, giving results approaching those obtained using soluble sulfonamide derivatives. The catalysts could be recycled a few times, retaining their activity followed by a small decrease in conversion, while still producing high – up to 97% – enantiomeric excess. These materials are the first efficient recyclable catalysts used in the enantioselective Michael-addition of aldehydes to maleimides.

Item Type: Conference or Workshop Item
Journal or Publication Title: Proceedings of the International Symposium on Analytical and Environmental Problems
Date: 2019
ISBN: 978-963-306-702-4
Page Range: pp. 342-344
Event Title: International Symposium on Analytical and Environmental Problems (25.) (2019) (Szeged)
Related URLs: http://acta.bibl.u-szeged.hu/64947/
Uncontrolled Keywords: Kémia
Additional Information: Bibliogr.: 344. p. ; összefoglalás angol nyelven
Date Deposited: 2020. Mar. 20. 11:29
Last Modified: 2022. Aug. 08. 15:37
URI: http://acta.bibl.u-szeged.hu/id/eprint/64873

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