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Type: Artigo de periódico
Title: Studies On The Reduction Of β-enamino Ketones
Author: Machado M.A.
Harris M.I.N.C.
Braga A.C.H.
Abstract: Reduction of β-enamino ketones 1 with NaBH(OAc)3 in glacial acetic acid gave β-amino ketones 3 in 65% to 67% yield. These data and others observed in the reduction of β-enamino ketones 1 to preferentially syn γ-amino alcohols 2 with NaBH4/HOAc suggest that in this last reaction we have firstly the reduction of the β-enamino ketones 1 to produce the β-amino ketones 3, and then this compound is reduced to the γ-amino alcohols 2. We can say from this results that the diastereosselectivity of the reduction of β-enamino ketones 1 to mainly syn γ-amino álcohols 2, can be analysed as a competition between a chair-like transition state and a boat-like transition state, obtained from the β-amino ketones 3. © 2006 Sociedade Brasileira de Química.
Rights: aberto
Identifier DOI: 
Date Issue: 2006
Appears in Collections:Unicamp - Artigos e Outros Documentos

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