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Woodward–Hoffmann Orbital Symmetry Rules and Neighbouring Group Inhibition of Diene Reactivity

Abstract

THE interpretation of certain concerted reactions of olefins (Diels–Alder addition, Cope rearrangement, Claisen rearrangement, and so on) in terms of the symmetry properties of the reactant and product energy levels has shed much light on the puzzling features of these reactions. Previously there was no explanation in purely geometric or energetic terms of the thermal and photochemical control of these reactions, nor their high degree of stereo-specificity1–3.

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AUSTIN, A., PEARSON, B. Woodward–Hoffmann Orbital Symmetry Rules and Neighbouring Group Inhibition of Diene Reactivity. Nature 221, 949–950 (1969). https://doi.org/10.1038/221949a0

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