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Assembly of GBS CPS Ia repeating unit. Reagents and conditions: a) TMSOTf, CH2Cl2 dry, −10 °C, (β‐) 75 % from 12 a, 68 % (β‐) from 14 a; b) Me3N⋅BH3, BF3 ⋅Et2O, MeCN, 0 °C, 70 %; c) TMSOTf, CH2Cl2 dry, 0 °C, (β‐) 75 %; d) TfOH, NIS, CH2Cl2 dry, −40 °C, (β‐) 73 %; e) LiI, Py, 120 °C; H2NCH2CH2NH2, EtOH, 90 °C; Ac2O, Py; MeONa, MeOH; H2, Pd‐C, 40 % (over five steps); f) 3 m NaOH, THF, reflux; Ac2O, MeOH; H2, Pd‐C, 45 % (over three steps).
