Issue 7, 2022

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

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.

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

Supplementary files

Article information

Article type
Edge Article
Submitted
15 Nov 2021
Accepted
20 Jan 2022
First published
21 Jan 2022
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2022,13, 1951-1956

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

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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