Abstract
1-Phenylthiotricyclo[4.1.0.02,7]heptane reacted with MeSO2Br and BrCH2SO2Br directly at mixing at 20°C in CH2Cl2 along a ionic (electrophilic with respect to bromine) mechanism affording a product of an antistereoselective addition to the central bicyclobutane C1–C7 bond of the norpinane structure. The reaction product contains the exo-oriented sulfonyl group in the geminal position to the SPh substituent. The structure of the adduct with MeSO2Br in a single crystal was determined by XRD analysis.
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