Catalytic Enantioselective Addition of Nitro Compounds to Imines-A Simple Approach for the Synthesis of Optically Active β-Nitro-α-Amino Esters.
The catalytic and asymmetric nitro-Mannich reaction of nitro compounds to α-imino esters catalyzed by chiral bisoxazoline-copper complexes [Eq. (1); Pg = protecting group] gave β-nitro-α-amino esters with excellent diastereo- and enantioselectivities. The reactions can be performed under ambient conditions.
Nishiwaki
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Center for Metal-Catalyzed Reactions Department of Chemistry, Aarhus University 8000 Aarhus C, Denmark, Fax: (+45) 8619-6199.
Rahbek Knudsen
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Gothelf
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Jørgensen
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Lewis acids; amino acids; asymmetric catalysis; imines; nitro compounds