Fig. 6: The one-pot reaction involves the Ir-catalyzed borylation of glycal followed by the Pd-catalyzed Suzuki–Miyaura coupling. | Nature Communications

Fig. 6: The one-pot reaction involves the Ir-catalyzed borylation of glycal followed by the Pd-catalyzed Suzuki–Miyaura coupling.

From: Palladium-catalyzed Suzuki-Miyaura cross-couplings of stable glycal boronates for robust synthesis of C-1 glycals

Fig. 6

Reaction conditions: 18 (0.18 mmol, 1.8 equiv), B2Pai2 (0.12 mmol, 1.2 equiv), [Ir(OMe)(cod)]2 (2.0 mol%), dtbbpy (4.0 mol%), n-octane (1.0 ml), 80 °C, 24 h, then 14 (0.10 mmol, 1.0 equiv), Pd(PPh3)2Cl2 (5.0 mol%), K3PO4 (3.0 equiv), DMF (2.0 mL), 33 °C, 48 h, N2, isolated yields. P: Protecting groups. TIPS: Triisopropylsilyl groups. TBS: tert-Butyl dimethylsilyl groups.

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