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

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

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

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Veröffentlicht in:Chemical science (Cambridge) 2022-02, Vol.13 (7), p.1951-1956
Hauptverfasser: Sobie, Kristin M, Albritton, Matthew, Yang, Yinuo, Alves, Mariana M, Roitberg, Adrian, Grenning, Alexander J
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Sprache:eng
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Chemistry
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Zusammenfassung:Herein reported is a strategy for constructing vicinal 4°/3° carbons reductive Cope rearrangement. Substrates have been designed which exhibit Cope rearrangement kinetic barriers of ∼23 kcal mol with isoenergetic favorability (Δ ∼ 0). These fluxional/shape-shifting molecules can be driven forward by chemoselective reduction to useful polyfunctionalized building blocks.
ISSN:2041-6520
2041-6539
DOI:10.1039/d1sc06307c