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Epimeric 2-norbornyl cations in the solvolysis of 6-exo- and 6-endo-substituted 2-exo-norbornyl p-toluenesulfonates
Authors:Cyril A Grob  Bettina Günther  Reinhard Hanreich  Adrian Waldner
Institution:Institute of Organic Chemistry, University of Basel, St. Johanns-Ring 19, CH-4056 Basel, Switzerland.
Abstract:Solvolysis of 6-exo- and 6-endo-substituted 2-exo-norbornyl tosylates 1 and 3, respectively, yields identical or different product mixtures depending on the inductive effect of the substituent, indicating that induction involves graded σ-participation.
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