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- Title
Prolinamide-Derived Ionic-Liquid-Supported Organocatalyst for Asymmetric Mono- and Bis-Aldol Reactions in the Presence of Water.
- Authors
Kucherenko, Aleksander S.; Gerasimchuk, Vasiliy V.; Lisnyak, Vladislav G.; Nelyubina, Yulia V.; Zlotin, Sergei G.
- Abstract
A novel recyclable prolinamide-derived ionic-liquid-supported organocatalyst of asymmetric cross-aldol reactions in aqueous medium has been developed. In its presence, aromatic aldehydes react with cyclic or linear ketones to afford chiral aldol adducts in moderate to high yields and with excellent dr ( anti/ syn up to 96:4) and ee (81-99 %) values that do not tend to decline over ten recycles of the catalyst. Furthermore, it allows a highly enantioselective catalytic synthesis of linear bis-aldols in aqueous medium.
- Subjects
IONIC liquids; ORGANOCATALYSIS; ALDOL condensation; AROMATIC aldehydes; ENANTIOSELECTIVE catalysis
- Publication
European Journal of Organic Chemistry, 2015, Vol 2015, Issue 25, p5649
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.201500775