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|Type:||Artigo de periódico|
|Title:||Diastereoselective Synthesis Of Substituted 2-amino-1,3-propanediols From Morita Baylis-hillman Adducts|
|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.|
|Appears in Collections:||Unicamp - Artigos e Outros Documentos|
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