In an effort to design dipeptide structural mimics of protein and peptide reverse-turns, a series of 5,5-, 6,5-, and 7,5-fused 2-oxo-1-azabicycloalkane amino acids has been synthesized. A new and convenient synthetic route utilizing a Homer-Emmons reaction followed by double-bond reduction has been used to prepare the bicyclic lactams in high yields.

Synthesis of azabicycloalkane amino acid scaffolds as reverse-turn inducer dipeptide mimics

Manzoni L;
2000

Abstract

In an effort to design dipeptide structural mimics of protein and peptide reverse-turns, a series of 5,5-, 6,5-, and 7,5-fused 2-oxo-1-azabicycloalkane amino acids has been synthesized. A new and convenient synthetic route utilizing a Homer-Emmons reaction followed by double-bond reduction has been used to prepare the bicyclic lactams in high yields.
2000
peptidomimetics
amino acids
enamides
Wittig reactions
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Descrizione: Synthesis of azabicycloalkane amino acid scaffolds as reverse-turn inducer dipeptide mimics
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/20.500.14243/233838
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