Direct Reductive Amination of Carbonyl Compounds Catalyzed by a Moisture Tolerant Tin(IV) Lewis Acid

Despite the ever‐broadening applications of main‐group ‘frustrated Lewis pair’ (FLP) chemistry to both new and established reactions, their typical intolerance of water, especially at elevated temperatures (>100 °C), represents a key barrier to their mainstream adoption. Herein we report that FLP...

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Detalles Bibliográficos
Autores principales: Sapsford, Joshua S., Scott, Daniel J., Allcock, Nathan J., Fuchter, Matthew J., Tighe, Christopher J., Ashley, Andrew E.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2018
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5901005/
https://www.ncbi.nlm.nih.gov/pubmed/29706853
http://dx.doi.org/10.1002/adsc.201701418
Descripción
Sumario:Despite the ever‐broadening applications of main‐group ‘frustrated Lewis pair’ (FLP) chemistry to both new and established reactions, their typical intolerance of water, especially at elevated temperatures (>100 °C), represents a key barrier to their mainstream adoption. Herein we report that FLPs based on the Lewis acid (i)Pr(3)SnOTf are moisture tolerant in the presence of moderately strong nitrogenous bases, even under high temperature regimes, allowing them to operate as simple and effective catalysts for the reductive amination of organic carbonyls, including for challenging bulky amine and carbonyl substrate partners. [Image: see text]

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