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. Author manuscript; available in PMC: 2021 Mar 4.
Published in final edited form as: ACS Chem Neurosci. 2020 Feb 17;11(5):674–701. doi: 10.1021/acschemneuro.0c00003

Scheme 3. Synthesis of 5e-ia.

Scheme 3.

aReagents and conditions: (a) Boronic ester 17, Rh(I), CsCO3, (86%); (b) DMS·BH3, THF, reflux, (62%); (c) TBAF, THF, (68%); (d) Pd-catalyst, Ar-B(OR)2, solvent, (Xantphos), heating, (31–87%); (e) RuCl3, NaIO4, H2O, MeCN, EtOAc; (f) TFA, DCM, then 1M HCl, (6–98 %); (g) BBr3, DCM, (4%).