Prolinamide‐Derived Ionic‐Liquid‐Supported Organocatalyst for Asymmetric Mono‐ and Bis‐Aldol Reactions in the Presence of Water

Prolinamide‐Derived Ionic‐Liquid‐Supported Organocatalyst for Asymmetric Mono‐ and Bis‐Aldol Reactions in the Presence of Water Full article

Journal

European Journal of Organic Chemistry
ISSN: 1434-193X , E-ISSN: 1099-0690

Output data

Year: 2015, Volume: 2015, Number: 25, Pages: 5649-5654 Pages count : 6 DOI: 10.1002/ejoc.201500775

Authors

Kucherenko Aleksander S. ¹ , Gerasimchuk Vasiliy V. ¹ , Lisnyak Vladislav G. ^1,2 , Nelyubina Yulia V. ³ , Zlotin Sergei G. ¹

Affiliations

1	Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences 47, Leninsky Prosp., 119991 Moscow, Russia http://zioc.ru
2	Higher Chemical College of the Russian Academy of Sciences, D. I. Mendeleev University of Chemical Technology 9, Miusskaya square, 125047 Moscow, Russia
3	A. N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences 28, Vavilova str, 119991 Moscow, Russia

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.

Kucherenko A.S. , Gerasimchuk V.V. , Lisnyak V.G. , Nelyubina Y.V. , Zlotin S.G.
Prolinamide‐Derived Ionic‐Liquid‐Supported Organocatalyst for Asymmetric Mono‐ and Bis‐Aldol Reactions in the Presence of Water
European Journal of Organic Chemistry. 2015. V.2015. N25. P.5649-5654. DOI: 10.1002/ejoc.201500775 WOS Scopus OpenAlex

Web of science:	WOS:000360064500019
Scopus:	2-s2.0-84939653004
OpenAlex:	W2167582535

DB	Citing
OpenAlex	21
Scopus	23
Web of science	24