Please use this identifier to cite or link to this item: http://repositorio.unicamp.br/jspui/handle/REPOSIP/54365
Type: Artigo de periódico
Title: An efficient procedure for the synthesis of 2-N-Boc-amino-3,5-diols
Author: Dias, LC
Fattori, J
Perez, CC
de Oliveira, VM
Aguilar, AM
Abstract: AWe wish to describe here the diastereoselective reaction between chiral N-Boc-alpha-amino aldehydes with both achiral allyltrichlorostannanes leading to 1,2-syn-N-Boc-alpha-amino alcohols, which are easily converted to the corresponding 4-N-Boc-amino-3-hydroxy ketones after treatment with catalytic amounts of OsO(4) in the presence of NaIO(4). After reduction of the carbonyl function, these 4-N-Boc-amino-3-hydroxy ketones were converted to 1-deoxy-5-hydroxy sphingosine analogues. (C) 2008 Elsevier Ltd. All rights reserved.
Subject: allylsilanes
allylstannanes
catalytic dihydroxylation
aminoketones
sphingolipids
aldol reaction
boron enolates
Country: Inglaterra
Editor: Pergamon-elsevier Science Ltd
Rights: fechado
Identifier DOI: 10.1016/j.tet.2008.04.049
Date Issue: 2008
Appears in Collections:Artigos e Materiais de Revistas Científicas - Unicamp

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