Regioselective additions of electrophiles to olefins remotely perturbed. The carbonyl group as a homoconjugated electron donating substituent. |
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Authors: | Pierre-Alain Carrupt Pierre Vogel |
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Institution: | Institut de chimie organique de l''Université, 2, rue de la Barre, CH-1005 Lausanne, Switzerland. |
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Abstract: | Electrophiles attack preferentially at the C(5) position of 2-norborn-5-enone and 2-bicyclo2.2.2]oct-5-enone whereas the C(6) position is preferred for 2-chloronorborn-5-ene-2-carbonitriles and 2-chlorobicyclo2.2.2]oct-5-ene-2-carbonitriles. |
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