Please use this identifier to cite or link to this item: http://repositorio.unicamp.br/jspui/handle/REPOSIP/106086
Type: Artigo de periódico
Title: Stereoselective Synthesis Of Azetidine-derived Glutamate And Aspartate Analogues From Chiral Azetidin-3-ones
Author: Burtoloso A.C.B.
Correia C.R.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. © 2008 Elsevier Ltd. All rights reserved.
Editor: 
Rights: fechado
Identifier DOI: 10.1016/j.tet.2008.08.001
Address: http://www.scopus.com/inward/record.url?eid=2-s2.0-50549094193&partnerID=40&md5=3ba28a2379c010344ff1cc5a4eddf650
Date Issue: 2008
Appears in Collections:Unicamp - Artigos e Outros Documentos

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