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http://hdl.handle.net/2445/128153
Title: | Palladium catalysis in intramolecular carbene C-H insertion of α-diazo-α-(methoxycarbonyl)acetamides to form β-lactams |
Author: | Solé Arjó, Daniel Pérez Janer, Ferran Bennasar Fèlix, M. Lluïsa Fernández Cadenas, Israel |
Keywords: | Pal·ladi (Element químic) Catàlisi Síntesi orgànica Complexitat computacional Palladium Catalysis Organic synthesis Computational complexity |
Issue Date: | 25-May-2018 |
Publisher: | Wiley-VCH |
Abstract: | The intramolecular carbene C-H insertion of α‐diazo‐α‐(methoxycarbonyl)acetamides leading to β‐lactams is effectively catalyzed by palladium complexes. It is found that although Pd0 catalysts typically produce mixtures of β‐lactams together with Buchner‐type reaction products, the use of PdII catalysts results in highly chemoselective transformations. According to DFT calculations, this insertion reaction occurs stepwise and involves an unprecedented PdII‐promoted Mannich‐type reaction through a metallacarbene‐induced zwitterionic intermediate. |
Note: | Versió postprint del document publicat a: https://doi.org/10.1002/ejoc.201800666 |
It is part of: | European Journal of Organic Chemistry, 2018, vol. 2018, num. 32, p. 4446-4455 |
URI: | http://hdl.handle.net/2445/128153 |
Related resource: | https://doi.org/10.1002/ejoc.201800666 |
ISSN: | 1434-193X |
Altres identificadors: | eng |
Appears in Collections: | Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica) |
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