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. Author manuscript; available in PMC: 2020 Dec 11.
Published in final edited form as: Bioorg Med Chem Lett. 2019 Aug 24;29(20):126639. doi: 10.1016/j.bmcl.2019.126639

Scheme 7. Reagents and conditions:

Scheme 7.

a) dihydropyran (DHP), TsOH, dichloromethane, rt, overnight, 65%; b) bis(pinacolato)diboron, potassium acetic, Pd(dppf)2Cl2, 80 °C, overnight, 70%; c) i) 11a or 15a-b, Pd2(dba)3, X-Phos, K3PO4, 2-methylTHF/H2O, 110°C, overnight, 30–40%; ii) trifluoroacetic acid, dichloromethane, rt, overnight, 63–72%; iii) LiOH, THF, 70°C, 2 days, for 36a, 35%; for 36b, 45%; for 37, 40%.