REACTION OF exo-2-NORBORNYL AND 1-ADAMANTYL p-TOLUENESULFONATES WITH SODIUM PHENOXIDE IN TETRAHYDROFORAN. IONIZATION OF THE SUBSTRATES UNDER "APPARENTLY-SN2" CONDITIONS

DOI: 10.1246/cl.1981.935

Source and publish data:

Chemistry Letters p. 935 - 938 (1981)

Update date:2022-08-04

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Authors:

Takeuchi, Ken'ichi

Kato,Yukari

Moriyama, Takamasa

Okamoto, Kunio

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Article abstract of DOI:10.1246/cl.1981.935

exo-2-Norbornyl and 1-adamantyl tosylates react with sodium phenoxide in tetrahydrofuran via ionization, most probably through a cyclic transition state.The results call for attention in interpreting substitution reactions under "apperently-S_N2" conditions.

Full text of DOI:10.1246/cl.1981.935

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