Construction of vicinal 4°/3°-carbons via reductive Cope rearrangement

Herein reported is a strategy for constructing vicinal 4°/3° carbons via reductive Cope rearrangement. Substrates have been designed which exhibit Cope rearrangement kinetic barriers of ∼23 kcal mol(−1) with isoenergetic favorability (ΔG ∼ 0). These fluxional/shape-shifting molecules can be driven f...

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Detalles Bibliográficos
Autores principales: Sobie, Kristin M., Albritton, Matthew, Yang, Yinuo, Alves, Mariana M., Roitberg, Adrian, Grenning, Alexander J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8848919/
https://www.ncbi.nlm.nih.gov/pubmed/35308853
http://dx.doi.org/10.1039/d1sc06307c
Descripción
Sumario:Herein reported is a strategy for constructing vicinal 4°/3° carbons via reductive Cope rearrangement. Substrates have been designed which exhibit Cope rearrangement kinetic barriers of ∼23 kcal mol(−1) with isoenergetic favorability (ΔG ∼ 0). These fluxional/shape-shifting molecules can be driven forward by chemoselective reduction to useful polyfunctionalized building blocks.

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