Practical stereoselective synthesis of conformationally constrained unnatural proline-based amino acids and peptidomimetics (Articolo in rivista)

Type

• Prodotto della ricerca (Classe)
• Articolo in rivista (Classe)

Label

• Practical stereoselective synthesis of conformationally constrained unnatural proline-based amino acids and peptidomimetics (Articolo in rivista) (literal)

Anno

• 2001-01-01T00:00:00+01:00 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi

• 10.1016/S0040-4020(01)00538-5 (literal)

Alternative label

• Belvisi, L; Colombo, L; Colombo, M; Di Giacomo, M; Manzoni, L; Vodopivec, B; Scolastico, C (2001)
  Practical stereoselective synthesis of conformationally constrained unnatural proline-based amino acids and peptidomimetics
  in Tetrahedron (Oxf., Print)
  (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori

• Belvisi, L; Colombo, L; Colombo, M; Di Giacomo, M; Manzoni, L; Vodopivec, B; Scolastico, C (literal)

Pagina inizio

• 6463 (literal)

Pagina fine

• 6473 (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume

• 57 (literal)

Rivista

• Tetrahedron (Rivista)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroFascicolo

• 30 (literal)

Note

• ISI Web of Science (WOS) (literal)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni

• Belvisi, L; Colombo, M; Manzoni, L; Scolastico, C; Univ Milan, Dipartimento Chim Organ & Ind, Ctr CNR, I-20133 Milan, Italy Colombo, L; Di Giacomo, M; Univ Pavia, Dipartimento Chim Farmaceut, I-27100 Pavia, Italy Vodopivec, B; Univ Milano Bicocca, Dipartimento Biotecnol & Biosci, I-20126 Milan, Italy (literal)

Titolo

• Practical stereoselective synthesis of conformationally constrained unnatural proline-based amino acids and peptidomimetics (literal)

Abstract

• A practical synthetic scheme was developed to prepare both the cis- and trans-fused stereoisomers of N-Boc-L-octahydroindole-2-carboxylic acid (L-Oic) methyl ester. Key event of the synthetic sequence was the ring-closing metathesis of a suitable diallylated proline derivative. This is the first reported practical synthesis of the trans-fused isomer. Functionalization of the octahydroindole nucleus by electrochemical oxidation followed by acid-catalysed allylation paved the way for the preparation of reverse-turn dipeptide mimics. (literal)

Prodotto di

• Institute of molecular science and technologies (ISTM) (Istituto)

Autore CNR

• LEONARDO PIERPAOLO MANZONI (Unità di personale interno)

Insieme di parole chiave

• Parole chiave di "Practical stereoselective synthesis of conformationally constrained unnatural proline-based amino acids and peptidomimetics" (Insieme di parole chiave)

Incoming links:

Prodotto

• Institute of molecular science and technologies (ISTM) (Istituto)

Autore CNR di

• LEONARDO PIERPAOLO MANZONI (Unità di personale interno)

Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#rivistaDi

• Tetrahedron (Rivista)

Insieme di parole chiave di

• Parole chiave di "Practical stereoselective synthesis of conformationally constrained unnatural proline-based amino acids and peptidomimetics" (Insieme di parole chiave)