High-yield synthesis of pyrrolidinyl PNA monomers |
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Authors: | Pedro Merino,Graziella Greco,Tomá s TejeroUgo Chiacchio,Antonino CorsaroVenerando Pistarà ,Giovanni Romeo |
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Affiliation: | a Laboratorio de Síntesis Asimétrica, Departamento de Química Orgánica, Instituto de Síntesis Química y Catálisis Homogénea (ISQCH), Universidad de Zaragoza, CSIC E-50009, Zaragoza, Aragon, Spain b Dipartimento di Scienze del Farmaco, Università di Catania, Viale Andrea Doria 6, Catania 95125, Italy c Dipartimento Farmaco-Chimico, Università di Messina, Via, SS Anunziata, Messina 98168, Italy |
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Abstract: | Two monomers for the syntheses of conformationally restricted peptide nucleic acids were synthesized through a simple procedure, involving an asymmetric 1,3-dipolar cycloaddition chemistry as a key step, from common starting materials in 3 and 5 steps, and 58.8% and 30.5% overall yields, respectively. |
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Keywords: | Pyrrolidines Nitrones Dipolar cycloaddition Nucleoside analogues Peptide nucleic acids |
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