Author, as appears in the article.: Biosca, M; Tarr, D; Pàmies, O; Diéguez, M
Department: Química Física i Inorgànica
URV's Author/s: Biosca Brull, Maria / Diéguez Fernández, Montserrat / Pamies Ollé, Oscar / Tarr González, Daniel James
Project code: Grant agreement No. 945413
Keywords: Pauson-khand reaction Palladium P,n-ligands Kinetic resolution Cyclization Asymmetric allylic substitution sesquiterpene pauson-khand reaction palladium p n-ligands functionalization esters cyclization catalysis carbonates asymmetric induction alkylation alcohols
Abstract: Pd-catalyzed asymmetric allylic substitution (AAS) is a highly effective method for producing chiral molecules with alkene-substituted frameworks which can be further derivatized. However, its stereochemical outcome is affected by the steric requirements of the substrate and only a narrow set of nucleophiles yield excellent enantioselectivities. In this regard, phosphite-oxazolines have emerged as strong candidates to be privileged ligands for this process, providing results that surpass most of the previously published studies. They have provided high enantiocontrol when used in the Pd-AAS of several hindered and unhindered substrates, using a wide range of C-, O-, and N-nucleophiles. In this concept, we review and discuss the current progress made in the design of tailor-made phosphite-oxazoline ligand libraries for the Pd-AAS of a broad range of substrates and nucleophiles and its application in the construction of chiral complex molecules.
Thematic Areas: Química Physical and theoretical chemistry Organic chemistry Materiais Interdisciplinar Farmacia Engenharias ii Ciências biológicas iii Ciências biológicas ii Ciências agrárias i Ciência de alimentos Chemistry, organic Biotecnología Biodiversidade Astronomia / física
licence for use: https://creativecommons.org/licenses/by/3.0/es/
Author's mail: danieljames.tarr@urv.cat maria.biosca@urv.cat oscar.pamies@urv.cat montserrat.dieguez@urv.cat
Author identifier: 0000-0002-9116-6318 0000-0002-2352-8508 0000-0002-8450-0656
Record's date: 2024-08-03
Papper version: info:eu-repo/semantics/publishedVersion
Link to the original source: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/ejoc.202300429
Funding program: Marie Sklodowska-Curie Actions – European Union’s Horizon 2020 research and innovation programme
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
Papper original source: European Journal Of Organic Chemistry. 26 (36):
APA: Biosca, M; Tarr, D; Pàmies, O; Diéguez, M (2023). The Evolution of Phosphite-Oxazoline Ligands for the Pd-Allylic Substitution and Their Application in Building Chiral Molecules. European Journal Of Organic Chemistry, 26(36), -. DOI: 10.1002/ejoc.202300429
Acronym: MFP-Plus
Article's DOI: 10.1002/ejoc.202300429
Entity: Universitat Rovira i Virgili
Journal publication year: 2023
Funding program action: Martí i Franquès COFUND Doctoral Programme
Publication Type: Journal Publications
Repositori URV