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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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
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author Sobie, Kristin M.
Albritton, Matthew
Yang, Yinuo
Alves, Mariana M.
Roitberg, Adrian
Grenning, Alexander J.
author_facet Sobie, Kristin M.
Albritton, Matthew
Yang, Yinuo
Alves, Mariana M.
Roitberg, Adrian
Grenning, Alexander J.
author_sort Sobie, Kristin M.
collection PubMed
description 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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spelling pubmed-88489192022-03-17 Construction of vicinal 4°/3°-carbons via reductive Cope rearrangement Sobie, Kristin M. Albritton, Matthew Yang, Yinuo Alves, Mariana M. Roitberg, Adrian Grenning, Alexander J. Chem Sci Chemistry 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. The Royal Society of Chemistry 2022-01-21 /pmc/articles/PMC8848919/ /pubmed/35308853 http://dx.doi.org/10.1039/d1sc06307c Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Sobie, Kristin M.
Albritton, Matthew
Yang, Yinuo
Alves, Mariana M.
Roitberg, Adrian
Grenning, Alexander J.
Construction of vicinal 4°/3°-carbons via reductive Cope rearrangement
title Construction of vicinal 4°/3°-carbons via reductive Cope rearrangement
title_full Construction of vicinal 4°/3°-carbons via reductive Cope rearrangement
title_fullStr Construction of vicinal 4°/3°-carbons via reductive Cope rearrangement
title_full_unstemmed Construction of vicinal 4°/3°-carbons via reductive Cope rearrangement
title_short Construction of vicinal 4°/3°-carbons via reductive Cope rearrangement
title_sort construction of vicinal 4°/3°-carbons via reductive cope rearrangement
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8848919/
https://www.ncbi.nlm.nih.gov/pubmed/35308853
http://dx.doi.org/10.1039/d1sc06307c
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