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

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 functional...

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Bibliographic Details
Main Authors: Kozma Viktória
Szőllősi György
Corporate Author: International Symposium on Analytical and Environmental Problems (25.) (2019) (Szeged)
Format: Book part
Published: 2019
Series:Proceedings of the International Symposium on Analytical and Environmental Problems
Kulcsszavak:Kémia
Online Access:http://acta.bibl.u-szeged.hu/64873
Description
Summary: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.
Physical Description:342-344
ISBN:978-963-306-702-4