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Type: Artigo de periódico
Title: Regio- and diastereoselective synthesis of 5-trans-substituted and 5,5-disubstituted 2-pyrrolidinones derived from (S)-malic acid
Author: Schuch, CM
Pilli, RA
Abstract: 5-trans-Substituted 2-pyrrolidinones 6a, 6c and 6d and 5,5-disubstituted 2-pyrrolidinones 6e-k were regio- and diastereoselectively formed through the addition of organolithium species to imides 1a,b derived from malic acid, followed by addition of triethylsilane, allyltributyltin or TMSCN to the N-acyliminium ions formed in situ from the corresponding 5-hydroxy lactams. A short and diastereoselective synthesis of non-natural amino acid trans-4-hydroxy-D-proline is reported. (C) 2002 Elsevier Science Ltd. All rights reserved.
Country: Inglaterra
Editor: Pergamon-elsevier Science Ltd
Citation: Tetrahedron-asymmetry. Pergamon-elsevier Science Ltd, v. 13, n. 18, n. 1973, n. 1980, 2002.
Rights: fechado
Identifier DOI: 10.1016/S0957-4166(02)00508-6
Date Issue: 2002
Appears in Collections:Unicamp - Artigos e Outros Documentos

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