Approaching Sub-ppm-Level Asymmetric Organocatalysis of a Highly Challenging and Scalable Carbon–Carbon Bond-Forming Reaction

Benjamin List describes the approach to a sub-ppm-level organocatalyic C–C bond-forming reaction.

The Mukaiyama aldol reaction of silyl ketene acetals as pre-formed enolates with carbonyl compounds is a widely applied carbon–carbon bond-forming reaction. Professor Benjamin List at the Max-Planck-Institut für Kohlenforschung (Mülheim, Germany) states that since Mukaiyama’s initial report on the non-enantioselective aldol reaction of ketone-derived silyl enol ethers with aldehydes in 1973, significant advances of this powerful synthetic tool have been made during the past 45 years. Recently, Professor List’s group reported a new class of chiral organocatalysts, which enable the challenging enantioselective Mukaiyama aldol reaction of ketones in the presence of extremely low catalyst loading.


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