Abstract
The present work reveals the mono-sulfonyl diamine Ts-DPEN 3 as an effective catalyst for the asymmetric Michael addition of cyclic β-keto ester 2 to aromatic nitroolefins 1. The corresponding Michael adducts 4 were obtained in good yields with moderate to good diastereo- and enantioselectivities. The authors propose the simultaneous activation of both reaction partners via multiple H-bonds as the catalytic reaction mode. However, alternative mechanisms, for example invoking enamine activation, may also be considered (see scheme).
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