Author, as appears in the article.: Biosca M; Jackson M; Magre M; Pàmies O; Norrby P; Diéguez M; Guiry P

Department: Química Física i Inorgànica

URV's Author/s: Biosca Brull, Maria / Diéguez Fernández, Montserrat / Pamies Ollé, Oscar

Keywords: Α-aryl oxindoles Palladium Mechanisitic investigations Enantioselective catalysis Decarboxylative protonation ?-aryl oxindoles

Abstract: © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim We have developed the first catalytic asymmetric preparation of sterically hindered tertiary α-aryl oxindoles via enantioselective palladium-catalyzed decarboxylative protonation of the corresponding α-aryl-β-amido allyl esters. The reaction occurs under very mild conditions and in short reaction times, providing excellent yields and promising enantioselectivities (ee's up to 78%). We have also performed an experimental investigation of the reaction mechanism and employed theoretical calculations to understand the nature of the enantioselectivity-determining step. (Figure presented.).

Thematic Areas: Química Organic chemistry Materiais Engenharias iv Engenharias ii Ciências biológicas ii Ciência de alimentos Chemistry, organic Chemistry, applied Catalysis Biodiversidade Astronomia / física

licence for use: https://creativecommons.org/licenses/by/3.0/es/

ISSN: 1615-4150

Author's mail: maria.biosca@urv.cat montserrat.dieguez@urv.cat oscar.pamies@urv.cat

Author identifier: 0000-0002-9116-6318 0000-0002-8450-0656 0000-0002-2352-8508

Last page: 3137

Record's date: 2023-02-22

Journal volume: 360

Papper version: info:eu-repo/semantics/acceptedVersion

Link to the original source: https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.201800507

Licence document URL: http://repositori.urv.cat/ca/proteccio-de-dades/

Papper original source: Advanced Synthesis & Catalysis. 360 (16): 3124-3137

APA: Biosca M; Jackson M; Magre M; Pàmies O; Norrby P; Diéguez M; Guiry P (2018). Enantioselective Synthesis of Sterically Hindered Tertiary α-Aryl Oxindoles via Palladium-Catalyzed Decarboxylative Protonation. An Experimental and Theoretical Mechanistic Investigation. Advanced Synthesis & Catalysis, 360(16), 3124-3137. DOI: 10.1002/adsc.201800507

Article's DOI: 10.1002/adsc.201800507

Entity: Universitat Rovira i Virgili

Journal publication year: 2018

First page: 3124

Publication Type: Journal Publications