Abstract

Photochemically or thermally initiated reactions of arenesulfonylethynyl(trimethyl)silanes ArSO2C≡CSiMe3 (Ar = Ph, 4-MeC6H4) with 1-R-tricyclo[4.1.0.02,7]heptanes (R = H, Me, Ph) involve addition to the C1–C7 central bicyclobutane bond of the latter with the formation of bicyclo[3.1.1]heptane (norpinane) derivatives with endo(anti)-oriented arenesulfonyl group. A plausible reaction mechanism is discussed.

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