IQUIR   05412
INSTITUTO DE QUIMICA ROSARIO
Unidad Ejecutora - UE
artículos
Título:
Solid-phase synthesis of fused 1,4-diazepanone peptidomimetics via tandem N-iminium ion cyclization?nucleophilic addition
Autor/es:
PILAR VENTOSA-ANDRES; CARLOS A BAREA RIPOLL; AGUSTINA LA VENIA; VIKTOR KRCHNAK
Revista:
TETRAHEDRON LETTERS
Editorial:
PERGAMON-ELSEVIER SCIENCE LTD
Referencias:
Lugar: Amsterdam; Año: 2015 vol. 56 p. 5424 - 5428
ISSN:
0040-4039
Resumen:
We herein describe the solid-phase synthesis of protected N-oxoalkyl-derivatized peptides designed for subsequent acid-mediated, tandem N-acyliminium ion cyclization?nucleophilic addition reaction. The target compounds contained fused 1,4-diazepanones incorporated into a peptide backbone and served as conformational constraints. The scope and limitation of the ring formation were studied, and the structural requirements and reaction conditions for cyclization are outlined.