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Type: Artigo de periódico
Title: Allyltrichlorostannane additions to alpha-amino aldehydes: Application to the total synthesis of the aspartyl protease inhibitors L-682,679, L-684,414, L-685,434, and L-685,458
Author: Dias, LC
Diaz, G
Ferreira, AA
Meira, PRR
Ferriera, E
Abstract: The hydroxyethylene dipeptide isostereS L-6,82,679, L-684,414, L-685,434, and L-685,458 were synthesized in a few steps by a sequence involving an allyltrichlorostannane coupling with ad alpha-amino aldehyde, followed by hydroboration of the corresponding 1,2-syn and 1,2-anti amino alcohols to give the diols, lactonization under TPAP conditions, lactone opening, and peptide coupling with the desired amine or dipeptide amide. The present synthetic approach represents a practical entry to a large range of other dipeptide isosteres.
Subject: amino aldehydes
total synthesis
Country: Alemanha
Editor: Georg Thieme Verlag Kg
Rights: aberto
Date Issue: 2003
Appears in Collections:Unicamp - Artigos e Outros Documentos

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