title: A novel intramolecular Ugi reaction with 7-azabicyclo[2.2.1]heptane derivatives followed by post-condensation acylations: a new entry to azanorbornyl peptidomimetics.
abstract: beta-amino acids have been employed in the past as bifunctional building blocks in intramolecular Ugi multicomponent reactions to yield beta-lactam derivatives. By using 7-azabicyclo[2.2.1]heptane-2-carboxylic acid, a different outcome has been observed and rationalised. The final compounds are polyfunctionalised azabicyclic peptidomimetics, and further elaboration can be achieved exploiting an additional carboxylic group that is not involved in the multicomponent step.
authors.affiliation: Università degli Studi di Genova, Dipartimento di Chimica e Chimica Industriale, Via Dodecaneso 31, 16146 Genova, Italy. andreab@chimica.unige.it
authors.forename: Andrea
authors.initials: A
authors.lastname: Basso
authors.forename: Luca
authors.initials: L
authors.lastname: Banfi
authors.forename: Giuseppe
authors.initials: G
authors.lastname: Guanti
authors.forename: Renata
authors.initials: R
authors.lastname: Riva
mesh_terms: D000215:Acylation; D000596:Amino Acids / Q000737:chemistry; D053961:Azabicyclo Compounds / Q000737:chemistry*; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000737:chemistry*; D018716:Molecular Mimicry; D013237:Stereoisomerism; D047090:beta-Lactams / Q000737:chemistry
chemical_list: C525410:7-azabicyclo(2.2.1)heptane; D000596:Amino Acids; D053961:Azabicyclo Compounds; D019086:Bridged Bicyclo Compounds, Heterocyclic; D047090:beta-Lactams