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  • Title: Highly enantioselective organocatalytic conjugate addition of nitromethane to benzylidene acetones.
    Author: Szántó G, Bombicz P, Grün A, Kádas I.
    Journal: Chirality; 2008 Nov; 20(10):1120-6. PubMed ID: 18506836.
    Abstract:
    Six active 4-aryl-5-nitro-pentan-2-ones were synthesized enantioselectively from the corresponding 5-aryl-butenones by asymmetric Michael addition of nitromethane using an imidazolidine-type enantioselective organocatalyst. The ee ratio of the products were between 67 and 100%, determined by HPLC with Chiracel OD. Molecular and crystal structure of 3,4-methylenedioxy-phenyl-5-nitro-pentan-2-one has been studied by single crystal X-ray diffraction.
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