Cyclobutane-Containing Scaffolds as Useful Intermediates in the Stereoselective Synthesis of Suitable Candidates for Biomedical Purposes : Surfactants, Gelators and Metal Cation Ligands
Illa, Ona (Universitat Autònoma de Barcelona. Departament de Química)
Serra, Albert (Universitat Autònoma de Barcelona. Departament de Química)
Ardiaca, Agustí (Universitat Autònoma de Barcelona. Departament de Química)
Herrero, Xavier (Universitat Autònoma de Barcelona. Departament de Química)
Closa, Guillem (Universitat Autònoma de Barcelona. Departament de Química)
Ortuño Mingarro, Rosa María (Universitat Autònoma de Barcelona. Departament de Química)

Date:	2019
Abstract:	Efficient and versatile synthetic methodologies are reported for the preparation of products that are suitable candidates to be used as surfactants, gelators for hydroxylic solvents or metal cation ligands, with potential use in several fields including biomedical applications. The common structural feature of all the synthesized products is the presence of a cis or trans-1,2- or cis-1,3-difunctionalized cyclobutane ring. In the two first cases, the key intermediates including enantiomerically pure 1,3-diamines and 1,3-amino alcohols have been prepared from β-amino acid derivatives obtained, in turn, from a chiral half-ester. This compound is also precursor of γ-amino esters. Furthermore, two kind of polydentate ligands have also been synthesized from a symmetric 1,5-diamine obtained from norpinic acid, which was easily prepared from commercial verbenone.
Grants:	Agencia Estatal de Investigación CTQ2016-77978-R
Rights:	Aquest document està subjecte a una llicència d'ús Creative Commons. Es permet la reproducció total o parcial, la distribució, la comunicació pública de l'obra i la creació d'obres derivades, fins i tot amb finalitats comercials, sempre i quan es reconegui l'autoria de l'obra original.
Language:	Anglès
Document:	Article ; recerca ; Versió publicada
Subject:	Cyclobutane ; Amphiphiles ; Surfactants ; Gelators ; Cation ligands
Published in:	International journal of molecular sciences, Vol. 20, Issue 18 (September 2019) , art. 4333, ISSN 1422-0067

DOI: 10.3390/ijms20184333
PMID: 31487921

13 p, 1.1 MB

The record appears in these collections:
Research literature > UAB research groups literature > Research Centres and Groups (research output) > Experimental sciences > Synthesis of Bioactive Organic Compounds and Functional Materials (SynOrgFUN)
Articles > Research articles
Articles > Published articles