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Intramolecular coupling to access bridged systems.
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Starting materials and products are racemic mixtures, unless annotated.
Reaction conditions: Cyclic ketone 62 (1.0 equiv.), MesSO2NHNH2 (1.2 equiv.) in dioxane (0.1–0.2 M) stirred at rt for 3–12 h, monitored by TLC; then Cs2CO3 (3.0 equiv.) was added and stirred at 100 °C for another 3 h.
e.e. values were measured after conversion to alcohol derivatives. Cbz, benzyloxycarbonyl.
