1: 650 mg / aq. K2CO3 / methanol / 1 h / Ambient temperature 2: 1.) B2H6, 2.) NaOH, aq. H2O2 / multistep reaction: 1.) THF, 0 deg C, 4 h, 2.) overnight; hydroboration of androst-4-enes; stereochemical aspects View Scheme

1: 650 mg / aq. K2CO3 / methanol / 1 h / Ambient temperature 2: 1.) B2H6, 2.) NaOH, aq. H2O2 / multistep reaction: 1.) THF, 0 deg C, 4 h, 2.) overnight; hydroboration of androst-4-enes; stereochemical aspects View Scheme

<b>Multi-step reaction with 2 steps<br /> </b>1: NaBH₄ / methanol / 2 h / 0 &deg;C<br />2: 1.4 g / Ph₃P, diethyl azodicarboxylate / toluene / Ambient temperature<br /> <br /> &nbsp;