Focusing on Organocatalytic Asymmetric Michael Addition of Ketones to α, β-unsaturated Nitro Compounds

An organic catalyst ‘’(R, R)-1,2-diphenylethylenediamine(DPEN) derivative’’ was developed as a chiral
bifunctional organocatalyst and applied for asymmetric Michael additions of aromatic ketones to trans-
β-nitroalkene compounds under neutral conditions. The isopropyl-substituted thiourea catalyst in
neutral condition provides high chemical yield and enantioselectivities (ee) (up to 96% yield, 98% ee).
The synthetic utility of the present catalytic asymmetric Michael addition was established by
transformation to highly enantioselective products. Baclofen is used as a muscle relaxant, whereas
Phenibut is a sleep inducer. These substances are derivatives of γ-aminobutyric acid, which is an
inhibitory neurotransmission inhibitor acting on GABA receptors and receptors in our bodies.
Therefore, further investigations on their synthesis are necessary because of their high applicability in
medicine.