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. Author manuscript; available in PMC: 2019 May 2.
Published in final edited form as: J Med Chem. 2018 Jun 11;61(12):5187–5198. doi: 10.1021/acs.jmedchem.8b00042

Scheme 1. Synthetic methods of pinanamine derivatives.

Scheme 1.

Reagents and conditions: (a) Ni(dppp)Cl2, ether, reflux; (b) POCl3, DMF, r.t; (c) n-BuLi, −78°C, THF, then DMF; (d) Pd(dppf)Cl2, K3PO4, H2O/toluene=1:3, 100 °C; (e) NaBH(OAc)3, CH2Cl2, AcOH, r. t.