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

Kristin M. Sobie, Matthew Albritton, Yinuo Yang, Mariana M. Alves, Adrian Roitberg, Alexander J. Grenning

Research output: Contribution to journalArticlepeer-review

4 Scopus citations

Abstract

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.

Original languageEnglish (US)
Pages (from-to)1951-1956
Number of pages6
JournalChemical Science
Volume13
Issue number7
DOIs
StatePublished - Feb 21 2022
Externally publishedYes

Bibliographical note

Publisher Copyright:
© The Royal Society of Chemistry.

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