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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)
Síntesi orgànica
Complexitat computacional
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:
It is part of: European Journal of Organic Chemistry, 2018, vol. 2018, num. 32, p. 4446-4455
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ISSN: 1434-193X
Altres identificadors: eng
Appears in Collections:Articles publicats en revistes (Farmacologia, Toxicologia i Química Terapèutica)

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