Application of Metathesis Protocols to the Stereocontrolled Synthesis of some Functionalized β-Amino Esters and Azaheterocycles

Anas Semghouli; Melinda Nonn; Attila M Remete; Santos Fustero; Loránd Kiss

doi:10.1002/tcr.202300279

Application of Metathesis Protocols to the Stereocontrolled Synthesis of some Functionalized β-Amino Esters and Azaheterocycles

Chem Rec. 2023 Dec;23(12):e202300279. doi: 10.1002/tcr.202300279. Epub 2023 Sep 27.

Authors

Anas Semghouli¹, Melinda Nonn², Attila M Remete³, Santos Fustero⁴, Loránd Kiss¹

Affiliations

¹ Institute of Organic Chemistry, Stereochemistry Research Group, Research Centre for Natural Sciences, H-, 1117, Budapest, Magyar tudósok krt. 2, Hungary.
² MTA TTK Lendület Artificial Transporter Research Group, Institute of Materials and Environmental Chemistry, Research Centre for Natural Sciences, H-, 1117, Budapest, Magyar tudósok krt. 2, Hungary.
³ Institute of Pharmaceutical Chemistry, University of Szeged, H-, 6720, Szeged, Eötvös u. 6, Hungary.
⁴ Department of Organic Chemistry, University of Valencia, Pharmacy Faculty, 46100-, Burjassot, Valencia, Spain.

PMID: 37753812
DOI: 10.1002/tcr.202300279

Abstract

In this account our aim was to give an insight into the application of metathesis protocols (ROM, RCM, RCEYM, CM, RRM) for the synthesis of various azaheterocyclic frameworks. Due to the high biological potential and importance in peptide chemistry and drug design of β-amino acids our intention is to give a highlight on the synthetic procedures and transformation of these class of compounds with the above-mentioned metathesis strategies with emphasis on selectivity, stereocontrol, substrate-directing effect or functional group tolerance.

Keywords: amino acids; azaheterocycles; cyclization; metathesis; stereocontrol.

Publication types

Review

Abstract

Publication types

Grants and funding