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. 2023 Apr 20;79(6):723–751. doi: 10.1007/s00228-023-03486-4

Scheme 2.

Scheme 2

Reagents and conditions: a H2SO4, MeOH; b NBS, MeCN; c H2SO4, NaNO2, MeOH; d diphenylmethanimine, (S)-BINAP, Pd2(dba)3; e NH3.H2O; f NaNO2, HF-Py; g NaI, TMSCl; h NaNO2, AcOH, − 10° to r.t.; i H2, Pd/Si, EtOH, 60 °C, flow reactor; j 28% NH3 in H2O, r.t.; k 45% NaOH, 39% glyoxal, − 10 °C to r.t.; l Br2, MeOH, MeCN, 30 °C, flow reactor; m KF, TBAB, DMSO, 60 °C; n AcONa, H2O, toluene, DMSO, 50 °C; and o H2SO4conc, H2O, NaOH solution, 50 °C