2015•RSC AdvancesOpen access

Mechanistic investigations of a bifunctional squaramide organocatalyst in asymmetric Michael reaction and observation of stereoselective retro-Michael reaction

Eszter Varga, László Tamás Mika, Antal Csámpai, Tamás Holczbauer, György Kardos, Tibor Soós

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Abstract

The mechanism of cinchona–squaramide organocatalytic Michael addition was studied using in situ IR and NMR experiments. As a result, not only kinetic parameters were determined but a stereoselective retro-Michael reaction was also observed.

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The mechanism of cinchona–squaramide organocatalytic Michael addition was studied using in situ IR and NMR experiments. As a result, not only kinetic parameters were determined but a stereoselective retro-Michael reaction was also observed.

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Available abstract

The mechanism of cinchona–squaramide organocatalytic Michael addition was studied using in situ IR and NMR experiments. As a result, not only kinetic parameters were determined but a stereoselective retro-Michael reaction was also observed.

Key concepts: Squaramide, Michael reaction, Bifunctional, Stereoselectivity, Chemistry, Cinchona, Organocatalysis, Organic chemistry

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