At Long Last: The Me(3)Si Group as a Masked Alcohol

For a long time, the Me(3)Si group has been ostracized from the family of aryl‐ and heteroatom‐substituted congeners for the difficulties associated with its further chemoselective manipulation into another synthetically useful functional group. A hypervalent iodine reagent has now been shown to do...

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Detalles Bibliográficos
Autores principales: Roy, Avijit, Oestreich, Martin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Highlights
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7986603/
https://www.ncbi.nlm.nih.gov/pubmed/33496981
http://dx.doi.org/10.1002/anie.202017157
Descripción
Sumario:For a long time, the Me(3)Si group has been ostracized from the family of aryl‐ and heteroatom‐substituted congeners for the difficulties associated with its further chemoselective manipulation into another synthetically useful functional group. A hypervalent iodine reagent has now been shown to do exactly that by electrophilic demethylation. Coupled with the Tamao–Fleming oxidation, the Me(3)Si group becomes a placeholder for a hydroxy group.[Image: see text]

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