SCHEDULED MAINTENANCE
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.
K. M. Sobie, M. Albritton, Y. Yang, M. M. Alves, A. Roitberg and A. J. Grenning, Chem. Sci., 2022, 13, 1951 DOI: 10.1039/D1SC06307C
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