potassium tert-butylate; Triton X100.(R). in toluene 4 h; Heating / reflux;

alumina*KF supported on silica in tetrahydrofuran T=100°C; Wadsworth-Horner-Emmons reaction; 0.166667 h; Microwave irradiation;

lithium hydroxide; ammonium chloride; bis-triphenylphosphine-palladium(II) chloride in tetrahydrofuran; pentane to a stirred soln. of dibromoborane in pentane is added PdCl2(PPh3) at 0°C under argon, addn. of zinc compd. (in THF), stirring at room temp. for 3 h, adding aq. soln. of LiOH and iodocompd., heating for 15 h; purifn. with column chromy. (silica/hexane) after extn. with hexane;

1: magnesium / tetrahydrofuran 2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C 3: phosphoric acid / toluene / 5 h / Reflux View Scheme

1: lithium aluminium tetrahydride / tetrahydrofuran 2: magnesium / tetrahydrofuran 3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C 4: phosphoric acid / toluene / 5 h / Reflux View Scheme