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Synthesis of alkenols 20-23 and 30. Reagents and conditions: a) lit. [31] (COCl)2, DMSO, Et3N, CH2Cl2, −78 °C to rt, 2 h; b) Phosphonium salt, BuLi, THF, 0 °C to rt, overnight, MPLC; c) lit. [32] (EtO)2POCH2CO2Et, NaH, THF, 0 °C to rt, 3 h; d) 60% AcOH, 60 °C, 3 h; e) MeMgCl, Et2O, 0 °C to rt, 1 h; f) Dess–Martin periodinane, CH2Cl2, 0 °C, 1 h. L-DET = L-dimethyl tartrate.
