Please use this identifier to cite or link to this item: http://repositorio.unicamp.br/jspui/handle/REPOSIP/96896
Type: Artigo de periódico
Title: Diastereoselective Synthesis Of Substituted 2-amino-1,3-propanediols From Morita Baylis-hillman Adducts
Author: Paioti P.H.S.
Rezende P.
Coelho F.
Abstract: We report herein a new diastereoselective approach to substituted 2-amino-1,3-propanediols with anti relative stereochemistry from Morita-Baylis-Hillman (MBH) adducts. These structural moieties have been used as intermediates for the synthesis of several compounds with relevant pharmacological and commercial interest. In this strategy, substituted anti 2-amino-1,3-propanediols were readily prepared via ozonolysis of allylic diols obtained from MBH adducts, followed by a diastereoselective reductive amination of the substituted 2-oxo-1,3-propanediols. To demonstrate the synthetic utility of these aminodiols, they were transformed into substituted oxazolidin-2-ones, which were also used in the indirect determination of the relative stereochemistry of the aminodiols. © 2012 Sociedade Brasileira de Química.
Editor: 
Rights: aberto
Identifier DOI: 10.1590/S0103-50532012000200014
Address: http://www.scopus.com/inward/record.url?eid=2-s2.0-84857490209&partnerID=40&md5=a186513d44ece2464f47c585d936198c
Date Issue: 2012
Appears in Collections:Unicamp - Artigos e Outros Documentos

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