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Type: Artigo de periódico
Title: Stereoselective synthesis of conformationally restricted analogues of aspartic and glutamic acids from endocyclic enecarbamates.
Author: Carpes, MJS
Miranda, PCML
Correia, CRD
Abstract: The stereoselective synthesis of cyclic amino acids incorporating the core framework of aspartic acid and glutamic acids were accomplished from a common intermediate. Oxidative cleavage of an aza-bicyclic-dichlorocyclobutanone/pentanone with Me(2)CuLi/Ac2O followed by ozonolysis furnished the amino acid derivatives in good overall yields in a three-step sequence. This protocol was also applied to the synthesis of a cis-beta-amino acid and to the enantioselective construction of a chimeric amino acid incorporating the basic skeleton of four different naturally occurring amino acids into a single structure. (C) 1997 Elsevier Science Ltd.
Country: Inglaterra
Editor: Pergamon-elsevier Science Ltd
Citation: Tetrahedron Letters. Pergamon-elsevier Science Ltd, v. 38, n. 11, n. 1869, n. 1872, 1997.
Rights: fechado
Identifier DOI: 10.1016/S0040-4039(97)00238-4
Date Issue: 1997
Appears in Collections:Unicamp - Artigos e Outros Documentos

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