Artigo Acesso aberto Revisado por pares

Au(I)-Catalyzed Enantioselective 1,3-Dipolar Cycloadditions of Münchnones with Electron-Deficient Alkenes

2007; American Chemical Society; Volume: 129; Issue: 42 Linguagem: Inglês

10.1021/ja074824t

ISSN

1943-2984

Autores

Asa D. Melhado, Marco Luparia, F. Dean Toste,

Tópico(s)

Asymmetric Synthesis and Catalysis

Resumo

The first catalytic enantioselective 1,3-dipolar cycloaddition of münchnone dipoles with electron-deficent alkenes is described. The reaction is catalyzed by chiral bis(phosphine)gold(I) benzoate complexes and provides Δ1-pyrrolines with excellent regio-, diastereo-, and enantioselectivity. The reaction is proposed to proceed through a 1,3-dipole generated by deprotonation of a gold(I)-activated azlactone.

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