Fig. 7: On-DNA glycal-based Suzuki–Miyaura coupling of (hetero)aryl halides. | Nature Communications

Fig. 7: On-DNA glycal-based Suzuki–Miyaura coupling of (hetero)aryl halides.

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

Fig. 7

Reaction conditions: DNA headpieces 19 (1.00 equiv), CsOH (100 equiv), glycal boronates 12 (250 equiv, 0.15 M in DMF: Dioxane: EtOH = 1: 1: 1), and sSphos-Pd-G2 (2.00 equiv), 90 °C, 1 h, the conversion was determinedby LC-MS. [B]: Borate esters. P: Protecting groups. [X]: Halogens or pseudohalogens. Bpai: Pinanediol–boronic acid esters. BEpin: 1,1,2,2-Tetraethylethylene glycol–boronic acid esters. TIPS: Triisopropylsilyl groups.

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