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. 2021 Apr 14;12(20):7066–7072. doi: 10.1039/d1sc01349a

Scheme 3. Functionalization of the benzylamine BCP Bpin. [a] (i) 1.2 equiv. 4-lithioanisole, THF, −78 °C, 30 m, then rt, 30 m. (ii) 2.5 equiv. diisopropyl azodicarboxylate (DIAD), rt, 16 h. [b] 7i used as 2.2 equiv. relative to limiting reagent, tosylsulfonylhydrazone. (i) 2.2 equiv. NaIO4, THF/H2O, 1 h, then sat'd aq. NH4Cl, 24 h; 1 equiv. 13, 1.5 equiv. Cs2CO3, 1,4-dioxane, 110 °C, 18 h.

Scheme 3