Scheme 2.
Synthesis of Allyl Derivative 19a
aReagents and conditions: (a) H2C=CHCH2NH2, MgSO4, CHCl3, room temperature, overnight (99%); (b) 9, CHCl3, room temperature, 18 h (26%); (c) SOCl2, CH3OH, 0 °C to room temperature, 6 h; (d) (1) NaHMDS, THF, then PhSeCl, −78 °C to room temperature, overnight, (2) H2O2, CH3CO2H, 0 °C to room temperature, overnight; (e) KOH, water/ethylene glycol (1:3), reflux, 12 h (43% over three steps).