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Nucleophilic Neighboring Group Participation

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Nucleophilic Neighboring Group Participation. Case I: Rationale. Nucleophilic NGP. Case II. Nucleophilic NGP. Case III. ?Non-nucleophilic" NGP. Acetolysis of Phenyl tosylates. Possible explanations for the results of the acetolysis reactions. Direct bimolecular nucleophilic attack at C-2Inconsistent with the experimental data. Why?Formation of a secondary carbocation at C-2Inconsistent with the experimental data. Why?.

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