Chiral Primary Amine Tagged to Ionic Group as Reusable Organocatalyst for Asymmetric Michael Reactions of C??Nucleophiles with α, β??Unsaturated Ketones

…, DE Siyutkin, AG Nigmatov, AO Chizhov…

Index: Kucherenko, Alexander S.; Siyutkin, Dmitry E.; Nigmatov, Albert G.; Chizhov, Alexander O.; Zlotin, Sergei G. Advanced Synthesis and Catalysis, 2012 , vol. 354, # 16 p. 3078 - 3086

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Citation Number: 13

Abstract

Abstract The first primary amine-derived organocatalyst modified with an ionic group for asymmetric Michael reactions of C-nucleophiles with α, β-unsaturated ketones was synthesized. In the presence of this catalyst and an acidic co-catalyst (AcOH), hydroxycoumarin and its sulfur-containing analogue reacted with benzylideneacetone derivatives or cyclohexenone to afford the corresponding Michael adducts in high yields ( ...