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NMR and DFT Studies with a Doubly Labelled (15)N/(6)Li S‐Trifluoromethyl Sulfoximine Reveal Why a Directed ortho‐Lithiation Requires an Excess of n‐BuLi

This work shows why it is imperious to use an excess of butyllithium for a directed ortho‐lithiation of a trifluoromethyl sulfoximine. The analysis of mixtures of n‐BuLi and sulfoximine 1 in THF‐d(8) using {(1)H, (6)Li, (13)C, (15)N, (19)F} NMR experiments at low temperatures reveal that a first dep...

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Detalles Bibliográficos
Autores principales: Hédouin, Matthieu, Barthelemy, Anne‐Laure, Vanthuyne, Nicolas, Besrour, Hend, Maddaluno, Jacques, Magnier, Emmanuel, Oulyadi, Hassan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10108270/
https://www.ncbi.nlm.nih.gov/pubmed/36377763
http://dx.doi.org/10.1002/anie.202214106