Artigo Revisado por pares

Asymmetric Conjugate Addition of Malonate Esters to α,β‐Unsaturated N ‐Sulfonyl Imines: An Expeditious Route to Chiral δ‐Aminoesters and Piperidones

2013; Wiley; Volume: 19; Issue: 44 Linguagem: Inglês

10.1002/chem.201302687

ISSN

1521-3765

Autores

Miguel Espinosa, Gonzalo Blay, Luz Cardona, José R. Pedro,

Tópico(s)

Asymmetric Hydrogenation and Catalysis

Resumo

Abstract The asymmetric conjugate addition of malonate esters to α,β‐unsaturated N ‐sulfonyl imines is catalyzed by PyBOX/La(OTf) 3 complexes in the presence of 4 Å MS. The reaction gives the corresponding E enamines bearing a stereogenic center at the allylic position with good yields and enantiomeric ratios up to 97:3. This reaction provides a synthetic entry to chiral δ‐aminoesters and piperidones.

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