Skip to main content
. Author manuscript; available in PMC: 2018 Apr 24.
Published in final edited form as: ChemMedChem. 2018 Mar 15;13(8):803–815. doi: 10.1002/cmdc.201700824

Scheme 1.

Scheme 1

Synthesis of azidoepoxide 9: a) Mg, I2, THF, 23°C; b) butadiene-monoxide, CuCN (cat.), −78°C (60% over two steps); c) tBuOOH, (−)-DET, Ti(OiPr)4, CH2Cl2, −20°C; d) Ti(OiPr)4, TMSN3, PhH, (68% over two steps); e) AcOMe2CCOCl, CHCl3, 0°C→23°C; f) NaOMe, THF, 23°C, (77% over two steps).