Kinetic acidity of cyclopropyl sulphones

W Kirmse, U Mrotzeck

Index: Kirmse, Wolfgang; Mrotzeck, Uwe Journal of the Chemical Society, Chemical Communications, 1987 , # 10 p. 709 - 710

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Abstract

Base-catalysed exchange of 2-H and 4-H in 3-thiatricyclo [2.2. 1.02, 6] heptane 3, 3-dioxide (9) proceeds faster than the exchange of analogous hydrogens in cyclopropyl isopropyl sulphone (4), despite enforced pyramidalisation of the carbanion intermediates derived from (9).

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