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Dearomative approach toward the formal synthesis of deoxylasubine II. a) (PPh3)2PdCl2 (5 mol%), CuI (10 mol%), Et3N, THF, 30 °C 92%; b) H2 (1 atm), Pd/C (10 mol%), MeOH, 23 °C 72%; c) CBr4, PPh3 then AgOTf, 68% (2 steps); d) Rh(COD)2BF4 (7 mol%), (R,R)-Ph-BPE (8 mol%), K2CO3 10:1 Dioxane:H2O, 80 °C 49%, 1:1 C2:C6, 94% ee; e) H2 (4 atm) Pd/C (10 mol%), MeOH, 23 °C 39%.
