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Type: Artigo
Title: Stereoselective synthesis of azetidine-derived glutamate and aspartate analogues from chiral azetidin-3-ones
Author: Burtoloso, Antonio Carlos B.
Correia, Carlos Roque D.
Abstract: The stereoselective syntheses of cis conformationally constrained glutamate and aspartate analogues, containing an azetidine framework were accomplished from (S)-N-tosyl-2-phenylglycine in moderate overall yields. The key steps in these syntheses involved an efficient Wittig olefination of an azetidin-3-one, followed by a highly stereoselective rhodium catalyzed hydrogenation. The route could also be applied to the synthesis of a trans glutamate analogue, since epimerization of cis to trans isomer could be performed using DBU in toluene at reflux
Subject: Ácido glutâmico
Country: Reino Unido
Editor: Elsevier
Rights: Fechado
Identifier DOI: 10.1016/j.tet.2008.08.001
Date Issue: 2008
Appears in Collections:IQ - Artigos e Outros Documentos

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