Kinetic acidity of cyclopropyl sulphones
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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