Artigo Acesso aberto Revisado por pares

Benzaldehyde Lyase-Catalyzed Enantioselective Carboligation of Aromatic Aldehydes with Mono- and Dimethoxy Acetaldehyde

2003; American Chemical Society; Volume: 5; Issue: 12 Linguagem: Inglês

10.1021/ol034415b

ISSN

1523-7060

Autores

Ayhan S. Demir, Özge Şeşenoğlu, Pascal Dünkelmann, Michael Müller,

Tópico(s)

Macrophage Migration Inhibitory Factor

Resumo

Benzaldehyde lyase from the Pseudomonas fluorescens catalyzes the reaction of aromatic aldehydes with methoxy and dimethoxy acetaldehyde and furnishes (R)-2-hydroxy-3-methoxy-1-arylpropan-1-one and (R)-2-hydroxy-3,3-dimethoxy-1-arylpropan-1-one in high yields and enantiomeric excess via acyloin linkage. Aromatic aldehydes and benzoins are converted into enamine-carbanion-like intermediates prior to carboligation.

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