Abstract:<p>The proposed S<sub>N</sub>2
reactions of a hindered organophosphorus reactant with aliphatic and aromatic nucleophiles
[Ye <i>et al.</i>, Org. Lett. <b>19</b>, 5384–5387 (2017)] were studied
theoretically in order to explain the observed stereochemistry of the products.
Our computations indicate that the reaction with the aliphatic nucleophile
occurs through a backside S<sub>N</sub>2@P pathway while the reaction with the
aromatic nucleophile proceeds thr… Show more
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