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. Author manuscript; available in PMC: 2019 Jun 14.
Published in final edited form as: J Med Chem. 2018 May 24;61(11):4946–4960. doi: 10.1021/acs.jmedchem.8b00419

Scheme 2. Analogs prepared via epoxidation of enol triflate 2a.

Scheme 2.

aReagents and conditions: (a) m-CPBA, CH2Cl2, 0 °C to rt, 18 h, 90%; (b) diethyl(3-pyridyl)borane, Pd(PPh3)2Cl2, NaHCO3, THF, H2O, 60 °C, 17 h, 36%; (c) K2CO3, MeOH, rt, 17 h, 99%; (d) KCN, MeOH, μW, 160 °C, 50 min, 63%; (e) NaOH, H2O2, MeOH, H2O, 0 °C to rt, 46 h, 99%