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Helicoid Shiftamers

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journal contribution
posted on 22.05.2002, 00:00 by Dean J. Tantillo, Roald Hoffmann
We report calculations on the activation barriers for antarafacial [1,7]-hydrogen shifts in various helical polyenes containing saturated substructures. Based on these calculations, we predict that the barrier for analogous hydrogen shifts in the infinite systema [1,7]-shiftameris only ∼14 kcal/mol if the reactant is preorganized in an appropriate helical conformation.