Fig. 7: Gram-scale reaction and product transformations. | Nature Communications

Fig. 7: Gram-scale reaction and product transformations.

From: Cobalt(III)-catalyzed asymmetric ring-opening of 7-oxabenzonorbornadienes via indole C–H functionalization

Fig. 7

Reaction conditions: (a) 1a (3.0 mmol), 2a (4.5 mmol), NaOPiv · H2O (0.9 mmol), (Ra)-Co-7 (0.075 mmol), TFE/HFIP (12.0 mL, v/v = 3:1), 50 °C, 48 h. (b) Pd/C (0.1 equiv), H2 (1 atm), EtOAc (0.1 M), rt., 24 h. (c) PhB(OH)2 (2.0 equiv), Pd2dba3 (2.5 mol%), SPhos (10 mol%), Na2CO3 (0.5 equiv), toluene/EtOH/H2O (1.25 mL, v/v/v = 3:1:1). (d) HCl (2.0 mL, 4 M in dioxane), rt., overnight. (e) DMAP (1.0 equiv), TsCl (1.2 equiv), Et3N (6.0 equiv), DCM (2.0 mL), rt., 12 h.

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