Fig. 2: Substrate scope of alkylboronic acids and derivatives. | Nature Communications

Fig. 2: Substrate scope of alkylboronic acids and derivatives.

From: Late-stage guanine C8–H alkylation of nucleosides, nucleotides, and oligonucleotides via photo-mediated Minisci reaction

Fig. 2

aCondition A: Guanosine (1.0 equiv.), alkylboronic acid (4.0 equiv.), MesAcr (5 mol%), (NH4)2S2O8 (2.0 equiv.), TFA (1.0 equiv.) and catechol (1.0 equiv.) in MeCN: H2O (1: 1, 0.1 M) on 0.2 mmol scale; irradiated by 85 W white light at RT for 16 h; isolated yield. bCondition B: Alkyltrifluoroborate (2.0 equiv.) was used instead of alkylboronic acid. c Condition C: alkylpinacolyl boronate ester (2.5 equiv.) was used instead of alkylboronic acid, adding methylboronic acid (5.0 equiv.). Boc, t-Butyloxy carbony.

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