This article is cited in 19 papers

Communications

Ionic liquid supported 4-HO-Pro-Val derived organocatalysts for asymmetric aldol reactions in the presence of water

A. S. Kucherenko^a, V. V. Perepelkin^a, G. M. Zhdankina^a, G. V. Kryshtal^a, E. Srinivasan^b, H. Inani^b, S. G. Zlotin<sup>a

a</sup> N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russian Federation
^b School of Chemical Sciences and Pharmacy, Central University of Rajasthan, Rajasthan, India

Abstract: Novel $(\mathrm{4}{R})\text{-}\mathrm{HO}\text{-}(\mathrm{2}S)\text{-}\mathrm{Pro}\text{-}(S)\text{-}\mathrm{Val}$ derivative tagged to 1-methylimidazolium cation and $\mathrm{PF_6^-}$ anion efficiently catalyzes asymmetric aldol reactions of cyclic ketones with aromatic aldehydes in aqueous environment to afford the corresponding aldols in high yield with moderate to high anti-diastereo- (dr up to 99:1) and enantioselectivity (up to 98% ee). The catalyst was recycled 9 times in the same reaction without any decrease in selectivity values.

Language: English

DOI: 10.1016/j.mencom.2016.09.007

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